CN105008336A - Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides - Google Patents

Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides Download PDF

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CN105008336A
CN105008336A CN201380071328.6A CN201380071328A CN105008336A CN 105008336 A CN105008336 A CN 105008336A CN 201380071328 A CN201380071328 A CN 201380071328A CN 105008336 A CN105008336 A CN 105008336A
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W·格拉梅诺斯
I·R·克雷格
N·布戴
B·穆勒
J·迪茨
E·M·W·劳特瓦瑟尔
J·K·洛曼
T·格罗特
E·哈登
A·埃斯克里巴诺奎斯塔
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BASF SE
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
    • C07C217/32—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted
    • C07C217/34—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted by halogen atoms, by trihalomethyl, nitro or nitroso groups, or by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds

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Abstract

The present invention relates to substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds of formula (I) as defined in the description, and the N-oxides, and salts thereof, their preparation and intermediates for preparing them. The invention also relates to the use of these compounds for combating harmful fungi and seed coated with at least one such compound and also to compositions comprising at least one such compound.

Description

Replace 2-[Phenoxyphenyl]-1-[1,2,4] triazol-1-yl alcohol cpd and the purposes as mycocide thereof
The present invention relates to replacement 2-[Phenoxyphenyl]-1-[1,2,4] the triazol-1-yl ethanol of the fungicidal of formula I:
In addition, the present invention relates to a kind of method of preparation I compound.
In addition, the present invention relates to agrochemical composition, comprise auxiliary agent and at least one formula I, its N-oxide compound or can agricultural salt.
In addition, the present invention relates to formula I and/or it can agricultural salt or the composition purposes in control plant pathogenic fungi.
In addition, the present invention relates to a kind of method of preventing and treating harmful fungoid, comprise and maybe will prevent the material of fungal attack, plant, soil or seed with at least one formula I of significant quantity or compositions-treated fungi.
In addition, the present invention relates to seed, it scribbles at least one formula I with the amount of 0.1-10kg/100kg seed and/or it can agricultural salt or composition.
Replace 2-[Phenoxyphenyl]-1-[1, 2, 4] triazol-1-yl ethanol preparation and control plant pathogenic fungi in purposes such as by EP 0 077 497, EP 0 440 950, CN 101225074, CN 1923819, US 4, 940, 720, EP 0 354 183, EP 0 126 430, EP 0 114567, EP 0 113 640, DE 3 042 302, CS 247 200, DE 3 801 233, GB 2 130589, CN 102715173, CN 102715168, CN 102696628, CN 102696627, CN 102696625, CN 102696626, CN 102657199, CN 102657184 is known.J.Agric.Food.Chem.2009,57,4854-4860 relate to synthesis and the fungicidal evaluation of some 2-aryl phenyl ether-3-(1H-1,2,4-triazol-1-yl) propane-2-ol derivatives.The compound of the document always contains a substituting group in interior phenyl, namely always containing 2-chlorine.
The compounds of this invention is especially R from the different of those described in above-mentioned announcement 1replacement and this benzyl ring be not substituted that this is true.
In many cases, especially under low rate of application, the Fungicidally active of known Fungicidal compounds is also unsatisfactory.Based on this, the object of the invention is to provide compound phytopathogenic harmful fungi to improvement activity and/or wider activity profile.
Therefore, the object of the invention is to provide the compound with better Fungicidally active and/or better farm crop consistency.
Surprisingly these objects can realize by agricultural salt by the compound of hereafter defined general formula I and the compound of general formula I.
Therefore, the present invention relates to formula I and N-oxide compound thereof and can agricultural salt:
Wherein
R 1for C 1-C 2chlorine alkyl, C (CH 3) 3, 1-C 2-C 6thiazolinyl, 1-C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl;
R 2for hydrogen, C 1-C 6alkyl, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl, phenyl, phenyl-C 1-C 4alkyl, phenyl-C 2-C 4thiazolinyl or phenyl-C 2-C 4alkynyl;
Wherein aliphatic group R 1and/or R 2can with 1,2,3 or at the most most probable number MPN object be selected from following identical or different radicals R independently of each other 12a:
R 12a: OH, halogen, CN, nitro, C 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8halogenated cycloalkyl;
Wherein R 1and/or R 2cycloalkyl and/or phenyl moieties can with 1,2,3,4,5 or at the most maximum number be selected from following identical or different radicals R independently of each other 12b:
R 12b: OH, halogen, CN, nitro, C 1-C 4alkyl, C 1-C 4alkoxyl group, C 1-C 4haloalkyl, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8halogenated cycloalkyl;
R 4independent selected from halo, CN, NO 2, OH, SH, C 1-C 6alkyl, C 1-C 6alkoxyl group, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyloxy, NH 2, NH (C 1-C 4alkyl), N (C 1-C 4alkyl) 2, NH (C 3-C 6cycloalkyl), N (C 3-C 6cycloalkyl) 2, S (O) p(C 1-C 4alkyl), C (=O) (-C 1-C 4alkyl), C (=O) OH, C (=O) (-O-C 1-C 4alkyl), C (=O)-NH (C 1-C 4alkyl), C (=O)-N (C 1-C 4alkyl) 2, C (=O)-NH (C 3-C 6cycloalkyl) and C (=O)-N (C 3-C 6cycloalkyl) 2; Wherein R 4not to be substituted separately or by 1,2,3 or 4 R 4afurther replacement; Wherein
R 4aindependent selected from halo, CN, NO 2, OH, C 1-C 4alkyl, C 1-C 4haloalkyl,
C 3-C 8cycloalkyl, C 3-C 8halogenated cycloalkyl, C 1-C 4alkoxyl group and C 1-C 4halogenated alkoxy; M is integer and is 0,1,2,3,4 or 5;
Condition is eliminating formula Ia compound:
In addition, the invention provides a kind of method of preparation I compound.
In addition, the invention provides agrochemical composition, comprise auxiliary agent and at least one formula I, its N-oxide compound or can agricultural salt.
In addition, formula I and/or its can agricultural salt or composition may be used for preventing and treating plant pathogenic fungi.
In addition, the invention provides a kind of method of preventing and treating harmful fungoid, comprise and maybe will prevent the material of fungal attack, plant, soil or seed with at least one formula I of significant quantity or compositions-treated fungi.
In addition, the invention provides seed, it scribbles at least one formula I with the amount of 0.1-10kg/100kg seed and/or it can agricultural salt.
Term for the organic group in the definition of each variable is such as the collective term of each member of these group organo units of expression as statement " halogen ".
Prefix C x-C yrepresent the possible carbonatoms under particular case.
Halogen: fluorine, bromine, chlorine or iodine, preferred fluorine, chlorine or bromine;
Alkyl and compound group are as the Alliyl moieties in alkoxyl group, alkylamino, alkyl-carbonyl: saturated straight chain or the branched hydrocarbyl radical with 1-10 carbon atom, such as C 1-C 10alkyl, as methyl, ethyl, propyl group, 1-methylethyl, butyl, 1-methyl-propyl, 2-methyl-propyl, 1, 1-dimethyl ethyl, amyl group, 1-methyl butyl, 2-methyl butyl, 3-methyl butyl, 2, 2-dimethyl propyl, 1-ethyl propyl, hexyl, 1, 1-dimethyl propyl, 1, 2-dimethyl propyl, 1-methyl amyl, 2-methyl amyl, 3-methyl amyl, 4-methyl amyl, 1, 1-dimethylbutyl, 1, 2-dimethylbutyl, 1, 3-dimethylbutyl, 2, 2-dimethylbutyl, 2, 3-dimethylbutyl, 3, 3-dimethylbutyl, 1-ethyl-butyl, 2-ethyl-butyl, 1, 1, 2-thmethylpropyl, 1, 2, 2-thmethylpropyl, 1-ethyl-1-methyl-propyl and 1-Ethyl-2-Methyl propyl group, heptyl, octyl group, 2-ethylhexyl and positional isomers thereof, nonyl, decyl and positional isomers thereof.Equally, term " C 1-C 6alkyl " relate to the saturated straight chain or branched hydrocarbyl radical with 1-6 carbon atom, such as methyl, ethyl, propyl group, 1-methylethyl, butyl, 1-methyl-propyl, 2-methyl-propyl, 1, 1-dimethyl ethyl, amyl group, 1-methyl butyl, 2-methyl butyl, 3-methyl butyl, 2, 2-dimethyl propyl, 1-ethyl propyl, 1, 1-dimethyl propyl, 1, 2-dimethyl propyl, hexyl, 1-methyl amyl, 2-methyl amyl, 3-methyl amyl, 4-methyl amyl, 1, 1-dimethylbutyl, 1, 2-dimethylbutyl, 1, 3-dimethylbutyl, 2, 2-dimethylbutyl, 2, 3-dimethylbutyl, 3, 3-dimethylbutyl, 1-ethyl-butyl, 2-ethyl-butyl, 1, 1, 2-thmethylpropyl, 1, 2, 2-thmethylpropyl, 1-ethyl-1-methyl-propyl and 1-Ethyl-2-Methyl propyl group.Equally, term " C 1-C 4alkyl " relate to the saturated straight chain or branched-alkyl with 1-6 carbon atom; such as methyl, ethyl, propyl group (n-propyl), 1-methylethyl (sec.-propyl), butyl, 1-methyl-propyl (sec-butyl), 2-methyl-propyl (isobutyl-), 1,1-dimethyl ethyl (tertiary butyl).
Haloalkyl: straight chain or the branched-alkyl (as mentioned above) with 1-10 carbon atom, the some or all hydrogen atoms wherein in these groups are substituted by above-mentioned halogen atom.In one embodiment, alkyl is by specific halogen atom, and preferred fluorine, chlorine or bromine at least replace and once or completely replace.In another embodiment, alkyl is partially or completely replaced by different halogen atom; When mixing halogen substiuted, the combination of preferred chlorine and fluorine.Particularly preferably C 1-C 3haloalkyl, more preferably C 1-C 2haloalkyl, as chloromethyl, brooethyl, dichloromethyl, trichloromethyl, methyl fluoride, difluoromethyl, trifluoromethyl, chlorine methyl fluoride, dichloro one methyl fluoride, a chlorodifluoramethyl-, 1-chloroethyl, 1-bromotrifluoromethane, 1-fluoro ethyl, 2-fluoro ethyl, 2,2-bis-fluoro ethyl, 2,2,2-trifluoroethyls, 2-chloro-2-fluoro ethyl, 2-chloro-2,2-bis-fluoro ethyl, 2, the chloro-2-fluoro ethyl of 2-bis-, 2,2,2-trichloroethyl, pentafluoroethyl group or 1,1,1-trifluoropropyl-2-base;
Term " C 1-C 4alkoxy-C 1-C 6alkyl " relate to the alkyl (as defined above) with 1-6 carbon atom, wherein a hydrogen atom of alkyl is had the C of 1-4 carbon atom 1-C 4alkoxyl group (as defined above) substitutes.
Term " C 1-C 4alkoxy-C 2-C 6thiazolinyl " relate to the thiazolinyl (as defined above) with 2-6 carbon atom, wherein a hydrogen atom of thiazolinyl is had the C of 1-4 carbon atom 1-C 4alkoxyl group (as defined above) substitutes.
Term " C 1-C 4alkoxy-C 2-C 6alkynyl " relate to the alkynyl (as defined above) with 2-6 carbon atom, wherein a hydrogen atom of alkynyl is had the C of 1-4 carbon atom 1-C 4alkoxyl group (as defined above) substitutes.
Thiazolinyl and in addition compound group are as the alkenyl structures part in alkenyloxy: straight chain or the branched hydrocarbyl radical with 2-10 carbon atom and a double bond at an arbitrary position.1-thiazolinyl is as 1-C 2-C 6thiazolinyl, 1-C 2-C 4thiazolinyl or 1-C 3thiazolinyl refers to that thiazolinyl is connected to corresponding skeleton (such as CH=CHCH via the carbon atom of double bond 3).According to the present invention, may preferably use little thiazolinyl, as C 2-C 4thiazolinyl; On the other hand, also larger thiazolinyl may preferably be used, as C 5-C 8thiazolinyl.The example of thiazolinyl is such as C 2-C 6thiazolinyl, as vinyl, 1-propenyl, 2-propenyl, 1-methyl ethylene, 1-butylene base, crotyl, 3-butenyl, 1-methyl-1-propylene base, 2-methyl-1-propylene base, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl isophthalic acid-butenyl, 2-methyl-1-butene thiazolinyl, 3-methyl-1-butene base, 1-methyl-2-butene base, 2-methyl-2-butene base, 3-methyl-2-butene base, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentene thiazolinyl, 2-methyl-1-pentene thiazolinyl, 3-methyl-1-pentene thiazolinyl, 4-methyl-1-pentene base, 1-methyl-pentenyl, 2-methyl-pentenyl, 3-methyl-pentenyl, 4-methyl-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-crotyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butylene base, 1,2-dimethyl-crotyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butylene base, 1,3-dimethyl-crotyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butylene base, 2,3-dimethyl-crotyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butylene base, 3,3-dimethyl-crotyl, 1-ethyl-1-butylene base, 1-ethyl-crotyl, 1-ethyl-3-butenyl, 2-ethyl-1-butylene base, 2-ethyl-crotyl, 2-ethyl-3-butenyl, 1,1,2-trimethylammonium-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-Ethyl-2-Methyl-1-propenyl and 1-Ethyl-2-Methyl-2-propenyl,
Alkynyl moieties in alkynyl and compound group: straight chain or the branched hydrocarbyl radical with 2-10 carbon atom and one or two three key at an arbitrary position.1-alkynyl is as 1-C 2-C 6alkynyl, 1-C 2-C 4alkynyl or 1-C 3alkynes refers to that alkynyl is connected to corresponding skeleton (such as C ≡ C-CH via the carbon atom of three key 3).Example is C 2-C 6alkynyl, as ethynyl, 1-proyl, 2-propynyl, ethyl acetylene base, 2-butyne base, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, valerylene base, 3-pentynyl, 4-pentynyl, 1-methyl-2-butyne base, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl isophthalic acid-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexin base, 2-hexin base, 3-hexin base, 4-hexin base, 5-hexin base, 1-methyl-valerylene base, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentene alkynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentene alkynyl, 4-methyl-valerylene base, 1,1-dimethyl-2-butyne base, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-ethyl acetylene base, 1-ethyl-2-butyne base, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl,
The monocycle of cycloalkyl and the cyclic alkyl moiety in addition in compound group: there is 3-10, especially 3-6 carbon ring member or dicyclo saturated hydrocarbyl, such as C 3-C 6cycloalkyl, as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, suberyl or ring octyl group.The example of bicyclic radicals comprises dicyclo [2.2.1] heptyl, dicyclo [3.1.1] heptyl, dicyclo [2.2.2] octyl group and dicyclo [3.2.1] octyl group.Thus, the optional C replaced 3-C 8cycloalkyl refers to the cycloalkyl with 3-8 carbon atom, wherein at least one hydrogen atom, and such as 1,2,3,4 or 5 hydrogen atom is substituted by the substituting group at reaction conditions in inertia.The example of inert substituent is CN, C 1-C 6alkyl, C 1-C 4haloalkyl, C 1-C 6alkoxyl group, C 3-C 6cycloalkyl and C 1-C 4alkoxy-C 1-C 6alkyl;
Halogenated cycloalkyl structure division in halogenated cycloalkyl and halocycloalkoxy, halogenated cycloalkyl carbonyl etc.: the monocyclic saturated hydrocarbon group base (as mentioned above) with 3-10 carbon ring member, wherein some or all hydrogen atom can by above-mentioned halogen atom, and especially fluorine, chlorine and bromine substitute;
Alkoxyl group: what connect via Sauerstoffatom preferably has 1-10, the more preferably alkyl as defined above of 2-6 carbon atom.Example is methoxyl group, oxyethyl group, positive propoxy, 1-methyl ethoxy, butoxy, 1-methyl propoxy-, 2-methyl propoxy-or 1, 1-dimethylethyloxy, and also have such as pentyloxy, 1-methylbutoxy group, 2-methylbutoxy group, 3-methylbutoxy group, 1, 1-dimethyl propoxy-, 1, 2-dimethyl propoxy-, 2, 2-dimethyl propoxy-, 1-ethylpropoxy, hexyloxy, 1-methyl pentyloxy, 2-methyl pentyloxy, 3-methyl pentyloxy, 4-methyl pentyloxy, 1, 1-dimethyl butoxy, 1, 2-dimethyl butoxy, 1, 3-dimethyl butoxy, 2, 2-dimethyl butoxy, 2, 3-dimethyl butoxy, 3, 3-dimethyl butoxy, 1-ethyl-butoxy, 2-ethyl-butoxy, 1, 1, 2-trimethylammonium propoxy-, 1, 2, 2-trimethylammonium propoxy-, 1-ethyl-1-methyl propoxy-or 1-Ethyl-2-Methyl propoxy-.Equally, term " C 1-C 6alkoxyl group " relate to via oxygen at the straight chain with 1-6 carbon atom of the optional position bonding of alkyl or branched-alkyl.Example is " C 1-C 4alkoxyl group ", as methoxyl group, oxyethyl group, positive propoxy, 1-methyl ethoxy, butoxy, 1-methyl propoxy-, 2-methyl propoxy-or 1,1-dimethylethyloxy.Equally, term " C 1-C 4alkoxyl group " relate to via oxygen at the straight chain with 1-4 carbon atom of the optional position bonding of alkyl or branched-alkyl; example is methoxyl group, oxyethyl group, positive propoxy, 1-methyl ethoxy, butoxy, 1-methyl propoxy-, 2-methyl propoxy-or 1,1-dimethylethyloxy.
Halogenated alkoxy: as defined above alkoxyl group, the some or all hydrogen atoms wherein in these groups are by described halogen atom under haloalkyl above, and especially fluorine, chlorine or bromine substitute.Example is OCH 2f, OCHF 2, OCF 3, OCH 2cl, OCHCl 2, OCCl 3, chlorine fluorine methoxyl group, dichloro one fluorine methoxyl group, a chlorine difluoro-methoxy, 2-fluorine oxyethyl group, 2-chloroethoxy, 2-bromine oxethyl, 2-iodine oxyethyl group, 2,2-difluoroethoxy, 2,2,2-trifluoro ethoxy, 2-chloro-2-fluorine oxyethyl group, 2-chloro-2,2-difluoroethoxy, 2,2-bis-chloro-2-fluorine oxyethyl group, 2,2,2-tri-chloroethoxy bases, OC 2f 5, 2-fluorine propoxy-, 3-fluorine propoxy-, 2,2-difluoro propoxy-, 2,3-difluoro propoxy-, 2-chlorine propoxy-, 3-chlorine propoxy-, 2,3-compound, 2-bromine propoxy-, 3-bromine propoxy-, 3,3,3-trifluoro propoxy-, 3,3,3-trichlorine propoxy-, OCH 2-C 2f 5, OCF 2-C 2f 5, 1-(CH 2f)-2-fluorine oxyethyl group, 1-(CH 2cl)-2-chloroethoxy, 1-(CH 2br)-2-bromine oxethyl, 4-fluorine butoxy, 4-chlorine butoxy, 4-bromine butoxy or nine fluorine butoxy; And also have 5-fluorine pentyloxy, 5-chlorine pentyloxy, 5-bromine pentyloxy, 5-iodine pentyloxy, 11 fluorine pentyloxys, 6-fluorine hexyloxy, 6-chlorine hexyloxy, 6-bromine hexyloxy, 6-iodine hexyloxy or ten difluoro hexyloxy.
Depend on replacement mode, the compounds of this invention can have one or more chiral centre and usually obtain using racemate forms or as the diastereomer composition of erythro and threo form.The erythro of the compounds of this invention can separate with threo form diastereomer in pure form and be separated, such as, based on its different solubilities or pass through column chromatography.Use currently known methods such of diastereomer evenly can be obtained even enantiomorph to being used for.What be suitable as antiseptic-germicide is both the even diastereomer or enantiomorph and composition thereof that obtain in that synthesis.This is correspondingly applicable to fungicide composition.
Therefore, the invention provides both pure enantiomorph or diastereomer and composition thereof.This is applicable to the compounds of this invention and is properly correspondingly applicable to its precursor.The scope of the invention especially comprises the compounds of this invention with chiral centre, especially (R) of formula I and (S) isomer and racemic modification.Suitable formula I also comprises all possible steric isomer (cis/trans isomer) and composition thereof.
The compounds of this invention can exist with the various crystal formations that biologic activity possibility is different.They are equally by the invention provides.
Due to its heteroatomic basic character, the compounds of this invention with inorganic or organic acid or can form salt or adducts with metal ion.
Suitable can agricultural salt especially its positively charged ion and negatively charged ion do not have those cationic salt of disadvantageous effect or the acid salt of those acid to the fungicidal action of formula I respectively.Therefore, suitable positively charged ion especially alkalimetal ion, the ion of preferred sodium and potassium, alkaline-earth metal ions, the ion of preferred calcium, magnesium and barium, transition metal ion, the ion of preferred manganese, copper, zinc and iron, also having if required can with 1-4 C 1-C 4the ammonium ion of alkyl substituent and/or a phenyl or benzyl substituent, preferred di-isopropyl ammonium, tetramethyl-ammonium, TBuA, tri methyl benzyl ammonium, also have in addition ion, sulfonium cation, preferably three (C 1-C 4alkyl) sulfonium, and sulfoxonium, preferably three (C 1-C 4alkyl) sulfoxonium.
Negatively charged ion mainly chlorion, bromide anion, fluorion, bisulfate ion, sulfate radical, dihydrogen phosphate, hydrogen phosphate, phosphate radical, nitrate radical, bicarbonate radical, carbonate, hexafluorosilicic acid root, hexafluoro-phosphate radical, benzoate anion and the C of useful acid salt 1-C 4the negatively charged ion of paraffinic acid, preferable formic acid root, acetate moiety, propionate and butyric acid root.They can by the acid with respective anionic, preferred hydrochloric acid, Hydrogen bromide, sulfuric acid, phosphoric acid or nitric acid reaction and formed.
The compounds of this invention can exist with the rotational isomer occurred by the singly-bound blocked rotation around asymmetric group.They also form a part for present subject matter.
Depend on replacement mode, formula I and N-oxide compound thereof can have one or more chiral centre, and now they exist as pure enantiomorph or pure diastereomer or as enantiomorph or diastereomer composition.Both pure enantiomorph or diastereomer and composition thereof are present subject matter.
Formula I can be similar to the known method of prior art itself (for example, see starting the prior art quoted) and be prepared by different approaches.
Such as make in first method phenols II in a first step with wherein X 1represent I or Br, especially the derivative III b of Br (=bromo derivative III) reacts, and preferably reacts in the presence of a base, obtains compound IV.
Then by with metal transfer reagent as sec.-propyl halogenation reactive magnesium by gained compound IV a, especially IV (wherein X 1for Br) change into grignard reagent and subsequently with Acetyl Chloride 98Min. in anhydrous conditions and preferably at catalyzer as CuCl, CuCl 2, AlCl 3, LiCl and composition thereof, especially there is lower reaction in CuCl, obtains acetophenones V:
Such as these compounds V preferably can be used bromine halogenation in organic solvent is as ether, methyl tertiary butyl ether (MTBE), methyl alcohol or acetic acid.In gained compound VI, " Hal " expression " halogen " is as Br or Cl.
Then compound VI and 1H-1 can be made, 2,4-triazole preferably solvent as tetrahydrofuran (THF) (THF), dimethyl formamide (DMF), toluene exist lower and alkali as salt of wormwood, sodium hydroxide or sodium hydride exist under react and obtain compound VI I:
These triazolone based compound VII and grignard reagent can be made as R 1mgBr or organolithium reagent R 1li preferably reacts in anhydrous conditions, obtains wherein R 2for the Compound I of hydrogen, I.1 it have formula.Lewis acid optionally can be used as LaCl 3× 2 LiCl or MgBr 2× OEt 2.
Or compound VI and grignard reagent can be made as R 1mgBr or organolithium reagent R 1first Li reaction to insert " R 1" unit, then make gained compound and 1H-1, the reaction of 2,4-triazole is to obtain wherein R 2the Compound I of=H.
Properly, preferably under alkali is as NaH existence, in suitable solvent is as THF, such as R can be used subsequently 2these Compound I .1 transform by-LG, wherein LG represent can the leavings group of nucleophilic displacement as halogen, alkyl sulphonyl, alkylsulfonyloxy and aryl-sulfonyl oxygen, preferred chlorine, bromine or iodine, particularly preferably bromine, form other Compound I.
The second method obtaining the compounds of this invention is as follows:
Make wherein X in a first step 2for halogen, especially F and X 3for halogen, especially the halo derivatives IIIa of Br and metal transfer reagent are as isopropylmagnesium bromide reactive magnesium, then with acyl chlorides reagent R 1cOCl (such as Acetyl Chloride 98Min.) preferably in anhydrous conditions and optional at catalyzer as CuCl, CuCl 2, AlCl 3, LiCl and composition thereof, especially there is lower reaction in CuCl, obtains ketone VIII:
Then make ketone VIII and phenols II preferably react in the presence of a base, obtain wherein R 1respectively as defined herein and the compound Va of preferred definition.
Compound Va can also be similar to and obtain (optimum condition for this processing step sees above) first method described in compound V.This is as follows:
Then intermediate Va and trimethylammonium halogenation (oxidation) sulfonium is made, trimethylammonium iodate (oxidation) sulfonium, preferably reaction under alkali is as sodium hydroxide existence.
Or compound Va can synthesize via the Friedel Crafts acidylate of substituted diphenylamine base ether:
Ether IVb can by nucleophilic substitution synthesis (Angewandte Chemie, International Edition, 45 (35), 5803-5807 of an X group in compound III c; 2006, US 20070088015 A1, Journal of the American Chemical Society, 134 (17), 7384-7391; 2012), then the Louis acid catalysis addition of carboxylic acid halides preferably obtains compound Va (Journal of Chemical Research, Synopses (8), 245; 1992, WO 2010096777A1).
Then make epoxide IX and 1H-1,2,4-triazole preferably alkali as salt of wormwood exist under and preferably organic solvent as DMF exist under reaction, obtain Compound I .1 (R 2=hydrogen), the latter can derive as mentioned above further.
In the third method, the epoxide ring of intermediate compound I X by with alcohol R 2oH preferably reacts in acid condition and splits.
Then make gained compounds X and halogenating agent or sulphonating agent as PBr 3, PCl 3, methylsulfonyl chloride, toluene sulfonyl chloride or thionyl chloride reaction; obtain wherein LG be can the leavings group of nucleophilic displacement as halogen, alkyl sulphonyl, alkylsulfonyloxy and aryl-sulfonyl oxygen; preferred chlorine, bromine or iodine, particularly preferably the compounds X I of bromine or alkyl sulphonyl.Then make compounds X I and 1H-1,2,4-triazole is reacted and obtains Compound I.
Or Compound I can by following preparation:
To wherein X 4the halogenated compound XII of=Br or I change into boric acid or boric acid ester XIII (R "=H, C 1-C 4alkyl or R " and R " formed together optionally by C 1-C 4the #-CH that alkyl replaces 2-CH 2-# bridge, as #-C (CH 3) 2-C (CH 3) 2-#).Such as, KOAc, Pd (dppf) Cl can be used in this step 2with two alkane.For the reference that metal replaces, see Journal of the American ChemicalSociety (2011), 133 (40), 15800-15802; Journal of Organic Chemistry, 77 (15), 6624-6628; 2012; Bioorganic & Medicinal Chemistry, 19 (7), 2428-2442; 2011; The reaction of Pd catalysis: WO 2013041497A1, US 2011449853P; Angewandte Chemie, International Edition (2010), 49 (52), 10202-10205.
These boronic acid compounds XIII can be oxidized to corresponding phenols XIV (see Journal of theAmerican Chemical Society, 130 (30), 9638-9639; 2008; US 20080286812A1; Tetrahedron, 69 (30), 6213-6218; 2013; Tetrahedron Letters, 52 (23), 3005-3008; 2011; WO 2003072100 A1).
The phenols XIV that so obtains and the coupling of substituted-phenyl boric acid can be made and obtain diphenylether I (WO 2013014185 A1; Journal of Medicinal Chemistry, 55 (21), 9120-9135; 2012; Journal of Medicinal Chemistry, 54 (6), 1613-1625; 2011; Bioorganic & Medicinal Chemistry Letters, 15 (1), 115-119; 2005; Bioorganic & Medicinal Chemistry Letters, 17 (6), 1799-1802; 2007).Such as CH can be used in 2cl 2cu (OAc) in/MeCN 2.
If each the compounds of this invention does not directly obtain by above-mentioned approach, then can prepare them by other the compounds of this invention derivative.
N-oxide compound can be prepared according to conventional oxidation method by the compounds of this invention, such as, by using organic peracid as metachloroperbenzoic acid (see WO 03/64572 or J.Med.Chem.38 (11), 1892-903,1995); Or with inorganic oxidizer if hydrogen peroxide is (see J.Heterocyc.Chem.18 (7), 1305-8,1981) or oxone (see J.Am.Chem.Soc.123 (25), 5962-5973,2001) process Compound I.Oxidation may obtain pure list-N-oxide compound or the composition of different N-oxide compound, and the latter can by ordinary method as chromatographic separation.
Isomers if synthesis obtains isomer composition, then usually not necessarily requires to be separated, because mutually may transform in the last handling process in order to apply or in application in (such as under the effect of light, acid or alkali) in some cases.Such conversion also can occur after a procedure, such as when plant treatment in processed plant or in harmful fungoid to be prevented and treated.
Further describe midbody compound hereinafter.Those skilled in the art's easy understand herein with regard to Compound I be correspondingly applicable to intermediate to substituent preferred situation.Therefore, substituting group combines independently of each other or more preferably in each case and has implication defined herein.
Formula IVa and IV compound portion are new.Therefore, another embodiment of the present invention is formula IVa and IV compound (seeing above), wherein each variable R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition.
In the specific embodiments of the compounds of this invention IV and IVa, each variable R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula Va and V compound (seeing above), wherein each variable R 1, R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition.
In the specific embodiments of the compounds of this invention Va and V, each variable R 1, R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula VI compound (seeing above), wherein each variable R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition, and wherein Hal represents halogen, especially Cl or Br.According to a preferred embodiment, the Hal in compound VI represents Br.
In the specific embodiments of the compounds of this invention VI, each variable R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula VII compound (seeing above), wherein each variable R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition.In the specific embodiments of the compounds of this invention VII, each variable R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula IX compound (seeing above), wherein each variable R 1, R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition.In the specific embodiments of the compounds of this invention IX, each variable R 1, R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula X compound, wherein each variable R 1, R 2, R 32, R 33, R 4with m as herein for Formula I define and institute's preferred definition.In the specific embodiments of the compounds of this invention X, each variable R 1, R 2, R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
Another embodiment of the present invention is formula XI compound, wherein each variable R 1, R 2, R 32, R 33, R 4with m as herein for Formula I to define with institute's preferred definition and LG represents leavings group as defined above.
In the specific embodiments of the compounds of this invention XI, each variable R 1, R 2, R 32, R 33, R 4to Compound I, institute defines with m such as table 1a-75a, and wherein each substituting group is separate or is the specific embodiments of any combination.
In the compounds of this invention I, particularly preferably substituent following meanings, in each case alone or in combination.
R in the compounds of this invention 1for C 1-C 2chlorine alkyl, C (CH 3) 3, 1-C 2-C 6thiazolinyl, 1-C 2-C 6alkynyl, C 3-C 8cycloalkyl or C 3-C 8cycloalkyl-C 1-C 4alkyl, wherein aliphatic group R 1can with 1,2,3 or at the most most probable number MPN object be selected from OH, halogen, CN, nitro, C independently of each other 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8the identical or different radicals R of halogenated cycloalkyl 12a; Wherein R 1cycloalkyl and/or phenyl moieties can with 1,2,3,4,5 or at the most maximum number be selected from OH, halogen, CN, nitro, C independently of each other 1-C 4alkyl, C 1-C 4alkoxyl group, C 1-C 4haloalkyl, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8the identical or different radicals R of halogenated cycloalkyl 12b.
According to an embodiment, R 1be selected from C 1-C 2chlorine alkyl, C (CH 3) 3, C 3-C 8cycloalkyl or C 3-C 8cycloalkyl-C 1-C 4alkyl and A, wherein A is or wherein # is tie point and R ', R " and R " ' independently selected from hydrogen, C 1-C 4alkyl, C 1-C 4haloalkyl, halogen, CN, nitro, C 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 6cycloalkyl and C 3-C 8halogenated cycloalkyl, especially Cl, F, C 1-C 4alkyl, C 1-C 4haloalkyl and C 3cycloalkyl.
According to another embodiment of the present invention, R 1be selected from C 1-C 2chlorine alkyl, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl, wherein R 1be not substituted in each case or by as defined herein with the R of institute's preferred definition 12aand/or R 12breplace.
According to an embodiment, R 1for C 4alkyl, preferred isobutyl-or the tertiary butyl.In particular embodiment, R 1for normal-butyl.In another particular embodiment, R 1for isobutyl-.In another particular embodiment, R 1for the tertiary butyl.
According to a preferred embodiment, R 1for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 4alkyl.
According to specific embodiments, R 1for the tertiary butyl of halo wholly or in part.According to another specific embodiments, R 1for the tertiary butyl replaced by OH.According to another specific embodiments, R 1for the tertiary butyl replaced by CN.According to another specific embodiments, R 1for C 1-C 4alkoxyl group-tertiary butyl.According to another specific embodiments, R 1for C 1-C 4halogenated alkoxy-tertiary butyl.
According to a preferred embodiment, R 1for C 1-C 2chlorine alkyl, especially C 1chlorine alkyl.In particular embodiment, R 1for CCl 3.In another particular embodiment, R 1for CHCl 2.In another particular embodiment, R 1for CH 2cl.
According to another embodiment, R 1for 1-C 2-C 6thiazolinyl, preferred CH=CH 2, CH=CHCH 3or C (CH 3)=CH 2.In particular embodiment, R 1for CH=CH 2.In another particular embodiment, R 1for CH=CHCH 3.In another particular embodiment, R 1for C (CH 3)=CH 2.In another particular embodiment, R 1for C (CH 3)=C (CH 3) H.In another particular embodiment, R 1for C (CH 3)=C (CH 3) 2.In another particular embodiment, R 1for CH=C (CH 3) 2.
According to another preferred embodiment, R 1for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe 1-C replaced 2-C 6thiazolinyl.
According to specific embodiments, R 1for 1-C 2-C 6haloalkenyl group, the more preferably 1-C of halo wholly or in part 2-C 6thiazolinyl.In particular embodiment, R 1for the C of halo wholly or in part 2thiazolinyl.In another particular embodiment, R 1for the 1-C of halo wholly or in part 3thiazolinyl.In particular embodiment, R 1for C (Cl)=CH 2.In particular embodiment, R 1for C (Cl)=CClH.In another particular embodiment, R 1for C (H)=CH (Cl).In another particular embodiment, R 1for C (H)=CCl 2.In another particular embodiment, R 1for C (Cl)=CCl 2.In particular embodiment, R 1for C (Cl)=CH 2.In another particular embodiment, R 1for C (H)=CH (F).In another particular embodiment, R 1for C (H)=CF 2.In another particular embodiment, R 1for C (F)=CF 2.In particular embodiment, R 1for C (F)=CFH.According to another specific embodiments, R 1for the 1-C replaced by OH 2-C 6thiazolinyl, preferred 1-C 2-C 4thiazolinyl, more preferably CH=CHCH 2oH.In particular embodiment, R 1for CH=CHOH.In another particular embodiment, R 1for CH=CHCH 2oH.According to another specific embodiments, R 1for C 1-C 4alkoxyl group-1-C 2-C 6thiazolinyl, more preferably C 1-C 4alkoxyl group-1-C 2-C 4thiazolinyl.In particular embodiment, R 1for CH=CHOCH 3.In another particular embodiment, R 1for CH=CHCH 2oCH 3.According to another specific embodiments, R 1for C 1-C 4halogenated alkoxy-1-C 2-C 6thiazolinyl, more preferably C 1-C 4halogenated alkoxy-1-C 2-C 4thiazolinyl.
In another particular embodiment, R 1for CH=CHCH 2oCF 3.In another particular embodiment, R 1for CH=CHCH 2oCCl 3.According to another specific embodiments, R 1for C 3-C 8cycloalkyl-1-C 2-C 6thiazolinyl, preferred C 3-C 6cycloalkyl-1-C 2-C 4thiazolinyl.According to another specific embodiments, R 1for C 3-C 6halogenated cycloalkyl-1-C 2-C 4thiazolinyl, preferred C 3-C 8halogenated cycloalkyl-1-C 2-C 6thiazolinyl.In another particular embodiment, R 1for CH=CH (C 3h 5).In another particular embodiment, R 1for CH=CH (C 4h 7).In another particular embodiment, R 1for CH=C (H) (ClC 3h 4).In another particular embodiment, R 1for CH=C (H) (FC 3h 4).In another particular embodiment, R 1for CH=C (H) (ClC 4h 6).In another particular embodiment, R 1for CH=C (H) (FC 4h 6).
According to an one specific embodiments, R 1for A, wherein A is wherein # is tie point and R ', R " and R " ' independently selected from hydrogen, C 1-C 4alkyl, C 1-C 4haloalkyl, halogen, CN, nitro, C 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 6cycloalkyl and C 3-C 8halogenated cycloalkyl, especially Cl, F, C 1-C 4alkyl, C 1-C 4haloalkyl and C 3cycloalkyl.
According to another embodiment, R 1for 1-C 2-C 6alkynyl, such as preferred CCH.In particular embodiment, R 1for CCH.In another particular embodiment, R 1for CCCH 3.In another particular embodiment, R 1for CCCH (CH 3) 2.In another particular embodiment, R 1for CCC (CH 3) 3.In another particular embodiment, R 1for CC (C 2h 5).
According to another preferred embodiment, R 1for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe 1-C replaced 2-C 6alkynyl.
According to specific embodiments, R 1for 1-C 2-C 6halo alkynyl, the more preferably 1-C of halo wholly or in part 2-C 6alkynyl.In particular embodiment, R 1for the C of halo wholly or in part 2alkynyl.In another particular embodiment, R 1for the 1-C of halo wholly or in part 3alkynyl.In another particular embodiment, R 1for CCCl.In another particular embodiment, R 1for CCBr.In another particular embodiment, R 1for CC-I.According to another specific embodiments, R 1for the 1-C replaced by OH 2-C 6alkynyl, preferred 1-C 2-C 4alkynyl.In particular embodiment, R 1for CC-C (OH) (CH 3) 2.According to another specific embodiments, R 1for C 1-C 4alkoxyl group-1-C 2-C 6alkynyl, more preferably C 1-C 4alkoxyl group-1-C 2-C 4alkynyl.In particular embodiment, R 1for CCOCH 3.In particular embodiment, R 1for CC-CH 2-OCH 3.In particular embodiment, R 1for CC-C (OCH 3) (CH 3) 2.According to another specific embodiments, R 1for C 1-C 4halogenated alkoxy-1-C 2-C 6alkynyl, more preferably C 1-C 4halogenated alkoxy-1-C 2-C 4alkynyl.In another particular embodiment, R 1for CC-CH 2oCCl 3.In another particular embodiment, R 1for CC-CH 2oCF 3.According to another specific embodiments, R 1for C 3-C 8cycloalkyl-1-C 2-C 6alkynyl, preferred C 3-C 6cycloalkyl-1-C 2-C 4alkynyl.In particular embodiment, R 1for CC (C 3h 5).In particular embodiment, R 1for CC (C 4h 7).In particular embodiment, R 1for CCCH 2(C 3h 5).In particular embodiment, R 1for CC-CH 2-C 4h 7.According to another specific embodiments, R 1for C 3-C 6halogenated cycloalkyl-C 2-C 4alkynyl, preferred C 3-C 8halogenated cycloalkyl-C 2-C 6alkynyl.In particular embodiment, R 1for CC (C 3h 4cl).In particular embodiment, R 1for CC (C 3h 4f).In particular embodiment, R 1for CC (C 4h 6cl).In particular embodiment, R 1for CC (C 4h 6f).
According to an one specific embodiments, R 1for A, wherein A is wherein # is tie point and R ' is selected from hydrogen, C 1-C 4alkyl, C 1-C 4haloalkyl, halogen, CN, nitro, C 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 6cycloalkyl and C 3-C 8halogenated cycloalkyl, especially Cl, F, C 1-C 4alkyl, C 1-C 4haloalkyl and C 3cycloalkyl.
According to another embodiment, R 1for C 3-C 8cycloalkyl, preferred cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, especially cyclopropyl or cyclobutyl.In particular embodiment, R 1for cyclopropyl.In another particular embodiment, R 1for cyclobutyl.In another particular embodiment, R 1for cyclopentyl.In another particular embodiment, R 1for cyclohexyl.
According to another preferred embodiment, R 1for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 3-C 8cycloalkyl.
According to specific embodiments, R 1for C 3-C 8halogenated cycloalkyl, the more preferably C of halo wholly or in part 3-C 6cycloalkyl.In particular embodiment, R 1for the cyclopropyl of halo wholly or in part.In another particular embodiment, R 1for 1-Cl-cyclopropyl.In another particular embodiment, R 1for 2-Cl-cyclopropyl.In another particular embodiment, R 1for 1-F-cyclopropyl.In another particular embodiment, R 1for 2-F-cyclopropyl.In another particular embodiment, R 1for the cyclobutyl of halo wholly or in part.In another particular embodiment, R 1for 1-Cl-cyclobutyl.In another particular embodiment, R 1for 1-F-cyclobutyl.In another particular embodiment, R 1for 2-Cl-cyclobutyl.In another particular embodiment, R 1for 3-Cl-cyclobutyl.In another particular embodiment, R 1for 2-F-cyclobutyl.In another particular embodiment, R 1for 3-F-cyclobutyl.In another particular embodiment, R1 is 3,3-(Cl) 2-cyclobutyl.In another particular embodiment, R 1be 3,3-(F) 2-cyclobutyl.According to specific embodiments, R 1for by C 1-C 4the C that alkyl replaces 3-C 8cycloalkyl, more preferably by C 1-C 4the C that alkyl replaces 3-C 6cycloalkyl.In particular embodiment, R 1for 1-CH 3-cyclopropyl.In another particular embodiment, R 1for 2-CH 3-cyclopropyl.In another particular embodiment, R 1for 1-CH 3-cyclobutyl.In another particular embodiment, R 1for 2-CH 3-cyclobutyl.In another particular embodiment, R 1for 3-CH 3-cyclobutyl.In another particular embodiment, R 1be 3,3-(CH 3) 2-cyclobutyl.According to specific embodiments, R 1for the C replaced by CN 3-C 8cycloalkyl, more preferably by C that CN replaces 3-C 6cycloalkyl.In particular embodiment, R 1for 1-CN-cyclopropyl.In particular embodiment, R 1for 2-CN-cyclopropyl.According to another specific embodiments, R 1for C 3-C 8cycloalkyl-C 3-C 8cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6cycloalkyl.In particular embodiment, R 1for 1-cyclopropyl-cyclopropyl.In very special embodiment, R 1for 2-cyclopropyl-cyclopropyl.According to another specific embodiments, R 1for C 3-C 8cycloalkyl-C 3-C 8halogenated cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6halogenated cycloalkyl.According to another embodiment, R 1for C 3-C 8cycloalkyl-C 1-C 4alkyl, preferred C 3-C 6cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 1for CH (CH 3) (cyclopropyl).In particular embodiment, R 1for CH 2-(cyclopropyl).In particular embodiment, R 1for CH (CH 3) (cyclobutyl).In particular embodiment, R 1for CH 2-(cyclobutyl).In particular embodiment, R 1for CH 2cH 2-(cyclopropyl).In particular embodiment, R 1for CH 2cH 2-(cyclobutyl).
According to another preferred embodiment, R 1for C 3-C 8cycloalkyl-C 1-C 4alkyl, wherein Alliyl moieties can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12areplace and cyclic alkyl moiety can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12breplace.
According to specific embodiments, R 1for C 3-C 8cycloalkyl-C 1-C 4haloalkyl, C 3-C 6cycloalkyl-C 1-C 4haloalkyl.According to specific embodiments, R 1for C 3-C 8halogenated cycloalkyl-C 1-C 4alkyl, C 3-C 6halogenated cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 1for the cyclopropyl-C of halo wholly or in part 1-C 4alkyl.In another particular embodiment, R 1for 1-Cl-cyclopropyl-C 1-C 4alkyl.In another particular embodiment, R 1for 1-F-cyclopropyl-C 1-C 4alkyl.In the embodiment that another is very special, R 1for CH 2-1-Cl-cyclopropyl.In the embodiment that another is very special, R 1for CH 2-1-F-cyclopropyl.In the embodiment that another is very special, R 1for CH (CH 3)-1-Cl-cyclopropyl.In the embodiment that another is very special, R 1for C (CH 3) 2-1-F-cyclopropyl.In the embodiment that another is very special, R 1for CH 2-1-F-cyclobutyl.In the embodiment that another is very special, R 1for CH 2-1-Cl-cyclobutyl.
R in the compounds of this invention 2be H according to an embodiment.
R in the compounds of this invention 2be C according to another embodiment 1-C 6alkyl, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl, phenyl, phenyl-C 1-C 4alkyl, phenyl-C 2-C 4thiazolinyl or phenyl-C 2-C 4alkynyl; Wherein aliphatic group R 2can with 1,2,3 or at the most most probable number MPN object be selected from OH, halogen, CN, nitro, C independently of each other 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8the identical or different radicals R of halogenated cycloalkyl 12a; Wherein R 2cycloalkyl and/or phenyl moieties can with 1,2,3,4,5 or at the most maximum number be selected from OH, halogen, CN, nitro, C independently of each other 1-C 4alkyl, C 1-C 4alkoxyl group, C 1-C 4haloalkyl, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8the identical or different radicals R of halogenated cycloalkyl 12b.
According to another embodiment of the present invention, R 2be selected from C 1-C 6alkyl, C 2-C 6thiazolinyl, C 2-C 6alkynyl, wherein R 2be not substituted in each case or by as defined herein with the R of institute's preferred definition 12aand/or R 12breplace.
According to an embodiment, R 2for C 1-C 6alkyl, preferable methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-or the tertiary butyl.In particular embodiment, R 2for methyl.In another particular embodiment, R 2for ethyl.In another particular embodiment, R 2for n-propyl.In another particular embodiment, R 2for sec.-propyl.In another particular embodiment, R 2for 1-methyl-propyl.In another particular embodiment, R 2for normal-butyl.In another particular embodiment, R 2for isobutyl-.In another particular embodiment, R 2for the tertiary butyl.
According to a preferred embodiment, R 2for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 1-C 6alkyl.
According to specific embodiments, R 2for C 1-C 6haloalkyl, the more preferably methyl of halo, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-or the tertiary butyl wholly or in part.In particular embodiment, R 2for CF 3.In another particular embodiment, R 2for CHF 2.In another particular embodiment, R 2for CFH 2.In another particular embodiment, R 2for CCl 3.In another particular embodiment, R 2for CHCl 2.In another particular embodiment, R 2for-CH 2cF 3.In another particular embodiment, R 2for-CH2CHF 2.In another particular embodiment, R 2for-CH 2cCl 3.In another particular embodiment, R 2for-CH 2cHCl 2.In another particular embodiment, R 2for CClH 2.According to another particular embodiment, R 2for the C replaced by OH 1-C 6alkyl, preferred C 1-C 4alkyl, more preferably CH 2oH, CH 2cH 2oH, CH 2cH 2cH 2oH, CH (CH 3) CH 2oH, CH 2cH (CH 3) OH, CH 2cH 2cH 2cH 2oH.In another particular embodiment, R 2for CH 2cH 2oH.According to another particular embodiment, R 2for the C replaced by CN 1-C 6alkyl, preferred C 1-C 4alkyl, more preferably CH 2cN, CH 2cH 2cN, CH 2cH 2cH 2cN, CH (CH 3) CH 2cN, CH 2cH (CH 3) CN, CH 2cH 2cH 2cH 2cN.In particular embodiment, R 2for CH 2cH 2cN.In another particular embodiment, R 2for CH (CH 3) CN.According to another particular embodiment, R 2for C 1-C 4alkoxy-C 1-C 6alkyl, more preferably C 1-C 4alkoxy-C 1-C 4alkyl.In particular embodiment, R 2for CH 2oCH 3.In another particular embodiment, R 2for CH 2cH 2oCH 3.In another particular embodiment, R 2for CH (CH 3) OCH 3.In another particular embodiment, R 2for CH (CH 3) OCH 2cH 3.In another particular embodiment, R 2for CH 2cH 2oCH 2cH 3.According to another particular embodiment, R 2for C 1-C 4halogenated alkoxy-C 1-C 6alkyl, more preferably C 1-C 4alkoxy-C 1-C 4alkyl.In particular embodiment, R 2for CH 2oCF 3.In another particular embodiment, R 2for CH 2cH 2oCF 3.In another particular embodiment, R 2for CH 2oCCl 3.In another particular embodiment, R 2for CH 2cH 2oCCl 3.
According to another embodiment, R 2for C 2-C 6thiazolinyl, preferred CH=CH 2, CH 2cH=CH 2, CH=CHCH 3or C (CH 3)=CH 2.In particular embodiment, R 2for CH=CH 2.In another particular embodiment, R 2for CH 2cH=CH 2.In another particular embodiment, R 2for CH 2cH=CHCH 3.In another particular embodiment, R 2for CH=CHCH 3.In another particular embodiment, R 2for CH 2c (CH 3)=CH 2.In another particular embodiment, R 2for C (CH 3)=CH 2.In another particular embodiment, R 2for C (CH 3)=C (CH 3) H.In another particular embodiment, R 2for C (CH 3)=C (CH 3) 2.In another particular embodiment, R 2for CH=C (CH 3) 2.
According to another preferred embodiment, R 2for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 2-C 6thiazolinyl.
According to specific embodiments, R 2for C 2-C 6haloalkenyl group, the more preferably C of halo wholly or in part 2-C 6thiazolinyl.In particular embodiment, R 2for the C of halo wholly or in part 2thiazolinyl.In another particular embodiment, R 2for the C of halo wholly or in part 3thiazolinyl.In another particular embodiment, R 2for CH=CCl 2.In another particular embodiment, R 2for CH 2c (Cl)=CH 2.In another particular embodiment, R 2for CH 2cH=C (Cl) H.According to another particular embodiment, R 2for the C replaced by OH 2-C 6thiazolinyl, preferred C 2-C 4thiazolinyl, more preferably CH=CHCH 2oH, CH=C (CH 3) OH.In another particular embodiment, R 2for CH=CHCH 2oH.According to another particular embodiment, R 2for C 1-C 4alkoxy-C 2-C 6thiazolinyl, more preferably C 1-C 4alkoxy-C 2-C 4thiazolinyl.In particular embodiment, R 2for CH=CHOCH 3.In another particular embodiment, R 2for CH=CHCH 2oCH 3.In another particular embodiment, R 2for CH 2cH=CHCH 2oCH 3.According to another specific embodiments, R 2for C 1-C 4halogenated alkoxy-C 2-C 6thiazolinyl, more preferably C 1-C 4halogenated alkoxy-C 2-C 4thiazolinyl.In particular embodiment, R 2for CH=CHOCF 3.In another particular embodiment, R 2for CH=CHCH 2oCF 3.In another particular embodiment, R 2for CH=CHOCCl 3.In another particular embodiment, R 2for CH=CHCH 2oCCl 3.According to another specific embodiments, R 2for C 3-C 8cycloalkyl-C 2-C 6thiazolinyl, preferred C 3-C 6cycloalkyl-C 2-C 4thiazolinyl.In another particular embodiment, R 2for CH 2cH=CH (C 3h 5).In another particular embodiment, R 2for CH 2cH=CHC 4h 7.According to another particular embodiment, R 2for C 3-C 6halogenated cycloalkyl-C 2-C 4thiazolinyl, preferred C 3-C 8halogenated cycloalkyl-C 2-C 6thiazolinyl.In another particular embodiment, R 2for CH 2cH=CH (C 3h 4cl).In another particular embodiment, R 2for CH 2cH=CH (C 3h 4f).
According to another embodiment, R 2for C 2-C 6alkynyl, preferred CCH, CH 2cCH, CH 2cCCH 3.In particular embodiment, R 2for CCH.In another particular embodiment, R 2for CCCH 3.In another particular embodiment, R 2for CH 2cCH.In another particular embodiment, R 2for CH 2cCCH 3.In another particular embodiment, R 2for CH 2cCH 2cH 3.
According to another preferred embodiment, R 2for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 2-C 6alkynyl.
According to particular embodiment, R 2for C 2-C 6halo alkynyl, the more preferably C of halo wholly or in part 2-C 6alkynyl.In particular embodiment, R 2for the C of halo wholly or in part 2alkynyl.In another particular embodiment, R 2for the C of halo wholly or in part 3alkynyl.In another particular embodiment, R 2for CH 2-CCCl.In another particular embodiment, R 2for CH 2-CCBr.In another particular embodiment, R 2for CH 2-CCI.According to another particular embodiment, R 2for the C replaced by OH 2-C 6alkynyl, preferred C 2-C 4alkynyl, more preferably.In another particular embodiment, R 2for CH 2cCCH 2oH.According to another particular embodiment, R 2for C 1-C 4alkoxy-C 2-C 6alkynyl, more preferably C 1-C 4alkoxy-C 2-C 4alkynyl.In particular embodiment, R 2for CCOCH 3.In another particular embodiment, R 2for CH 2cCOCH 3.In another particular embodiment, R 2for CH 2cCCH 2oMe.According to another particular embodiment, R 2for C 1-C 4halogenated alkoxy-C 2-C 6alkynyl, more preferably C 1-C 4halogenated alkoxy-C 2-C 4alkynyl.In particular embodiment, R 2for CCOCF 3.In another particular embodiment, R 2for CH 2cCOCF 3.In another particular embodiment, R 2for CCOCCl 3.In another particular embodiment, R 2for CH 2cCOCCl 3.According to another particular embodiment, R 2for C 3-C 8cycloalkyl-C 2-C 6alkynyl, preferred C 3-C 6cycloalkyl-C 2-C 4alkynyl.According to another particular embodiment, R 2for C 3-C 6halogenated cycloalkyl-C 2-C 4alkynyl, preferred C 3-C 8halogenated cycloalkyl-C 2-C 6alkynyl.
According to another embodiment, R 2for C 3-C 8cycloalkyl, preferred cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, especially cyclopropyl or cyclobutyl.In particular embodiment, R 2for cyclopropyl.In another particular embodiment, R 2for cyclobutyl.In another particular embodiment, R 2for cyclopentyl.In another particular embodiment, R 2for cyclohexyl.
According to another preferred embodiment, R 2for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 3-C 8cycloalkyl.
According to particular embodiment, R 2for C 3-C 8halogenated cycloalkyl, the more preferably C of halo wholly or in part 3-C 6cycloalkyl.In particular embodiment, R 2for the cyclopropyl of halo wholly or in part.In another particular embodiment, R 2for 1-Cl-cyclopropyl.In another particular embodiment, R 2for 2-Cl-cyclopropyl.In another particular embodiment, R 2for 1-F-cyclopropyl.In another particular embodiment, R 2for 2-F-cyclopropyl.In another particular embodiment, R 2for the cyclobutyl of halo wholly or in part.In another particular embodiment, R 2for 1-Cl-cyclobutyl.In another particular embodiment, R 2for 1-F-cyclobutyl.According to particular embodiment, R 2for by C 1-C 4the C that alkyl replaces 3-C 8cycloalkyl, more preferably by C 1-C 4the C that alkyl replaces 3-C 6cycloalkyl.In particular embodiment, R 2for 1-CH 3-cyclopropyl.According to particular embodiment, R 2for the C replaced by CN 3-C 8cycloalkyl, more preferably by C that CN replaces 3-C 6cycloalkyl.In particular embodiment, R 2for 1-CN-cyclopropyl.According to another particular embodiment, R 2for C 3-C 8cycloalkyl-C 3-C 8cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6cycloalkyl.In particular embodiment, R 2for cyclopropyl-cyclopropyl.According to another particular embodiment, R 2for C 3-C 8cycloalkyl-C 3-C 8halogenated cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6halogenated cycloalkyl.
According to another embodiment, R 2for C 3-C 8cycloalkyl-C 1-C 4alkyl, preferred C 3-C 6cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 2for CH (CH 3) (cyclopropyl).In particular embodiment, R 2for CH 2-(cyclopropyl).
According to another preferred embodiment, R 2for C 3-C 8cycloalkyl-C 1-C 4alkyl, wherein Alliyl moieties can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12areplace and cyclic alkyl moiety can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12breplace.
According to specific embodiments, R 2for C 3-C 8cycloalkyl-C 1-C 4haloalkyl, C 3-C 6cycloalkyl-C 1-C 4haloalkyl.According to specific embodiments, R 2for C 3-C 8halogenated cycloalkyl-C 1-C 4alkyl, C 3-C 6halogenated cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 2for the cyclopropyl-C of halo wholly or in part 1-C 4alkyl.In another particular embodiment, R 2for 1-Cl-cyclopropyl-C 1-C 4alkyl.In another particular embodiment, R 2for 1-F-cyclopropyl-C 1-C 4alkyl.
According to an embodiment, R 2for phenyl.
According to a preferred embodiment, R 2for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12bthe phenyl replaced.
According to specific embodiments, R 2for by 1,2 or 3 halogen atom, preferably by phenyl that 1,2 or 3 Cl or F replaces.In particular embodiment, R 2for 2-Cl-phenyl.In another particular embodiment, R 2for 2-F-phenyl.In another particular embodiment, R 2for 4-Cl-phenyl.In another particular embodiment, R 2for 4-Cl-phenyl.In another particular embodiment, R 2for 4-F-phenyl.In another particular embodiment, R 2for 4-F-phenyl.In another particular embodiment, R 2be 2,4-Cl 2-phenyl.In another particular embodiment, R 2be 2,4-F 2-phenyl.In another particular embodiment, R 2for 2-Cl-4-F-phenyl.In another particular embodiment, R 2for 2-F-4-Cl-phenyl.In another particular embodiment, R 2be 2,4,6-Cl 3-phenyl.In another particular embodiment, R 2be 2,4,6-F 3-phenyl.
According to specific embodiments, R 2for the phenyl replaced by 1,2 or 3 CN or OH group.In particular embodiment, R 2for 2-OH-phenyl.In another particular embodiment, R 2for 4-OH-phenyl.In another particular embodiment, R 2be 2,4-OH 2-phenyl.In another particular embodiment, R 2be 2,4,6-OH 3-phenyl.
According to specific embodiments, R 2for by 1,2 or 3 C 1-C 4alkyl or C 1-C 4haloalkyl, preferable methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, the tertiary butyl or CF 3, CHF 2, CFH 2, CCl 3, CHCl 2, CClH 2the phenyl replaced.In particular embodiment, R 2for 2-CH 3-phenyl.In another particular embodiment, R 2for 2-CF 3-phenyl.In another particular embodiment, R 2for 4-CH 3-phenyl.In another particular embodiment, R 2for 4-CF 3-phenyl.
According to specific embodiments, R 2for by 1,2 or 3 C 1-C 4alkoxyl group or C 1-C 4halogenated alkoxy, preferred C 1-C 4alkoxyl group, more preferably CH 3o, CH 3cH 2o, CH 3cH 2cH 2o, CH 2(CH 3) CH 2o, CH 3cH (CH 3) O, CH 3cH 2cH 2cH 2o, CF 3o, CCl 3the phenyl that O replaces.In particular embodiment, R 2for 2-CH 3o-phenyl.In another particular embodiment, R 2for 2-CF 3o-phenyl.In another particular embodiment, R 2for 4-CH 3o-phenyl.In another particular embodiment, R 2for 4-CF 3o-phenyl.
According to an embodiment, R 2for phenyl-C 1-C 4alkyl, preferred phenyl-C 1-C 2alkyl.In particular embodiment, R 2for benzyl.
According to a preferred embodiment, R 2for phenyl-C 1-C 4alkyl, wherein Alliyl moieties can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12areplace, and phenyl can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12breplace.In particular embodiment, R 2for CH 2-(4-Cl)-phenyl.In another particular embodiment, R 2for CH 2-(4-CH 3)-phenyl.In another particular embodiment, R 2for CH 2-(4-OCH 3)-phenyl.In another particular embodiment, R 2for CH 2-(4-F)-phenyl.In another particular embodiment, R 2for CH 2-(2,4-Cl 2)-phenyl.In another particular embodiment, R 2for CH 2-(2,4-F 2)-phenyl.
According to an embodiment, R 2for phenyl-C 2-C 4thiazolinyl, preferred phenyl-C 1-C 2thiazolinyl.In particular embodiment, R 2for phenyl vinyl.
According to a preferred embodiment, R 2for phenyl-C 1-C 4thiazolinyl, wherein alkenyl structures part can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12areplace, and phenyl can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12breplace.
According to an embodiment, R 2for phenyl-C 2-C 4alkynyl, preferred phenyl-C 1-C 2alkynyl.In particular embodiment, R 2for phenylene-ethynylene.
According to a preferred embodiment, R 2for phenyl-C 1-C 4alkynyl, wherein alkynyl moieties can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12areplace, and phenyl can by 1,2,3 or at the most most probable number MPN object as defined herein with institute's preferred definition, be especially selected from halogen, especially Cl and F, C 1-C 4alkoxyl group, especially OCH 3, C 1-C 4alkyl, especially CH 3or C 2h 5, and the identical or different radicals R of CN 12breplace.
R in the compounds of this invention 4be halogen, CN, NO according to an embodiment 2, OH, SH, C 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyloxy, NH 2, NH (C 1-C 4alkyl), N (C 1-C 4alkyl) 2, NH (C 3-C 6cycloalkyl), N (C 3-C 6cycloalkyl) 2, S (O) p(C 1-C 4alkyl), C (=O) (-C 1-C 4alkyl), C (=O) OH, C (=O) (-O-C 1-C 4alkyl), C (=O)-NH (C 1-C 4alkyl), C (=O)-N (C 1-C 4alkyl) 2, C (=O)-NH (C 3-C 6cycloalkyl) or C (=O)-N (C 3-C 6cycloalkyl) 2; Wherein R 4not to be substituted or by 1,2,3 or 4 R 4afurther replacement; Wherein R 4aindependent selected from halo, CN, NO 2, OH, C 1-C 4alkyl, C 1-C 4haloalkyl, C 3-C 8cycloalkyl, C 3-C 8halogenated cycloalkyl, C 1-C 4alkoxyl group and C 1-C 4halogenated alkoxy; P is integer and is 0,1,2; And m is integer and is 0,1,2,3,4 or 5.
R in the compounds of this invention 4be halogen, C according to another embodiment 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 1-C 6halogenated alkoxy, wherein R 4not to be substituted or by 1,2,3 or 4 R 4afurther replacement; Wherein R 4aindependent selected from halo, CN, NO 2, OH, C 1-C 4alkyl, C 1-C 4haloalkyl, C 3-C 8cycloalkyl, C 3-C 8halogenated cycloalkyl, C 1-C 4alkoxyl group and C 1-C 4halogenated alkoxy; Wherein m is 0,1,2 or 3.
According to an embodiment, m is 0.
According to an embodiment, m is 1.
According to an embodiment, m is 2.
According to an embodiment, m is 3.
According to an one specific embodiments, m is 1,2 or 3, especially 1, and described R 4one of be positioned at the 2-position of benzyl ring.
According to an one specific embodiments, m is 1,2 or 3, especially 1, and described R 4one of be positioned at the 3-position of benzyl ring.
According to its another specific embodiments, m is 1,2 or 3, especially 1, and described R 4one of be positioned at the 4-position of benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 2,3-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 2,4-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 2,5-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 2,6-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 3,4-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 3,5-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 2 or 3, especially 2, and described R 4in two 3,6-positions being positioned at benzyl ring.
According to an one specific embodiments, m is 3 and described R 4be positioned at 2,4,6-positions of benzyl ring.
According to an embodiment, R 4for halogen.According to specific embodiments, R 4for Cl.According to another specific embodiments, R 4for F.According to another specific embodiments, R 4for Br.
According to another embodiment, R 4for CN.
According to another embodiment, R 4for NO 2.
According to another embodiment, R 4for OH.
According to another embodiment, R 4for SH.
According to another embodiment, R 4for C 1-C 6alkyl, preferable methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-or the tertiary butyl.In particular embodiment, R 4for methyl.In another particular embodiment, R 4for ethyl.In another particular embodiment, R 4for n-propyl.In another particular embodiment, R 4for sec.-propyl.In another particular embodiment, R 4for 1-methyl-propyl.In another particular embodiment, R 4for normal-butyl.In another particular embodiment, R 4for isobutyl-.In another particular embodiment, R 4for the tertiary butyl.
According to a preferred embodiment, R 4for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 1-C 6alkyl.
According to specific embodiments, R 4for C 1-C 6haloalkyl, the more preferably methyl of halo, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-or the tertiary butyl wholly or in part.In particular embodiment, R 4for CF 3.In another particular embodiment, R 4for CHF 2.In another particular embodiment, R 4for CFH 2.In another particular embodiment, R 4for CCl 3.In another particular embodiment, R 4for CHCl 2.In another particular embodiment, R 4for CClH 2.According to another specific embodiments, R 4for the C replaced by OH 1-C 6alkyl, preferred C 1-C 4alkyl, more preferably CH 2oH, CH 2cH 2oH, CH 2cH 2cH 2oH, CH (CH 3) CH 2oH, CH 2cH (CH 3) OH, CH 2cH 2cH 2cH 2oH.In particular embodiment, R 4for CH 2oH.According to another particular embodiment, R 4for the C replaced by CN 1-C 6alkyl, preferred C 1-C 4alkyl, more preferably CH 2cN, CH 2cH 2cN, CH 2cH 2cH 2cN, CH (CH 3) CH 2cN, CH 2cH (CH 3) CN, CH 2cH 2cH 2cH 2cN.In particular embodiment, R 4for CH 2cH 2cN.In another particular embodiment, R 4for CH (CH 3) CN.According to another particular embodiment, R 4for C 1-C 4alkoxy-C 1-C 6alkyl, more preferably C 1-C 4alkoxy-C 1-C 4alkyl.In particular embodiment, R 4for CH 2oCH 3.In another particular embodiment, R 4for CH 2cH 2oCH 3.In another particular embodiment, R 4for CH (CH 3) OCH 3.In another particular embodiment, R 4for CH (CH 3) OCH 2cH 3.In another particular embodiment, R 4for CH 2cH 2oCH 2cH 3.According to another particular embodiment, R 4for C 1-C 4halogenated alkoxy-C 1-C 6alkyl, more preferably C 1-C 4alkoxy-C 1-C 4alkyl.In particular embodiment, R 4for CH 2oCF 3.In another particular embodiment, R 4for CH 2cH 2oCF 3.In another particular embodiment, R 4for CH 2oCCl 3.In another particular embodiment, R 4for CH 2cH 2oCCl 3.
According to another embodiment, R 4for C 1-C 6alkoxyl group, preferred C 1-C 4alkoxyl group.In particular embodiment of the present invention, R 4for OCH 3.In another particular embodiment of the present invention, R 4for OCH 2cH 3.
According to another embodiment, R 4for C 1-C 6halogenated alkoxy, preferred C 1-C 4halogenated alkoxy.In particular embodiment of the present invention, R 4for OCF 3.In another particular embodiment of the present invention, R 4for OCHF 2.
According to another embodiment, R 4for C 2-C 6thiazolinyl, preferred CH=CH 2, CH 2cH=CH 2, CH=CHCH 3or C (CH 3)=CH 2.In particular embodiment, R 4for CH=CH 2.In another particular embodiment, R 4for CH 2cH=CH 2.In another particular embodiment, R 4for CH 2cH=CHCH 3.In another particular embodiment, R 4for CH=CHCH 3.In another particular embodiment, R 4for CH 2c (CH 3)=CH 2.In another particular embodiment, R 4for C (CH 3)=CH 2.In another particular embodiment, R 4for C (CH 3)=C (CH 3) H.In another particular embodiment, R 4for C (CH 3)=C (CH 3) 2.In another particular embodiment, R 4for CH=C (CH 3) 2.
According to another preferred embodiment, R 4for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 2-C 6thiazolinyl.
According to particular embodiment, R 4for C 2-C 6haloalkenyl group, the more preferably C of halo wholly or in part 2-C 6thiazolinyl.In particular embodiment, R 4for the C of halo wholly or in part 2thiazolinyl.In another particular embodiment, R 4for the C of halo wholly or in part 3thiazolinyl.According to another particular embodiment, R 4for the C replaced by OH 2-C 6thiazolinyl, preferred C 2-C 4thiazolinyl, more preferably CH=CHOH, CH=CHCH 2oH, C (CH 3)=CHOH, CH=C (CH 3) OH.In particular embodiment, R 4for CH=CHOH.In another particular embodiment, R 4for CH=CHCH 2oH.According to another particular embodiment, R 4for C 1-C 4alkoxy-C 2-C 6thiazolinyl, more preferably C 1-C 4alkoxy-C 2-C 4thiazolinyl.In particular embodiment, R 4for CH=CHOCH 3.In another particular embodiment, R 4for CH=CHCH 2oCH 3.According to another particular embodiment, R 4for C 1-C 4halogenated alkoxy-C 2-C 6thiazolinyl, more preferably C 1-C 4halogenated alkoxy-C 2-C 4thiazolinyl.In particular embodiment, R 4for CH=CHOCF 3.In another particular embodiment, R 4for CH=CHCH 2oCF 3.In another particular embodiment, R 4for CH=CHOCCl 3.In another particular embodiment, R 4for CH=CHCH 2oCCl 3.According to another particular embodiment, R 4for C 3-C 8cycloalkyl-C 2-C 6thiazolinyl, preferred C 3-C 6cycloalkyl-C 2-C 4thiazolinyl.According to another particular embodiment, R 4for C 3-C 6halogenated cycloalkyl-C 2-C 4thiazolinyl, preferred C 3-C 8halogenated cycloalkyl-C 2-C 6thiazolinyl.
According to another embodiment, R 4for C 2-C 6alkynyl, preferred CCH, CH 2cCH, CH 2cCCH 3.In particular embodiment, R 4for CCH.In another particular embodiment, R 4for CCCH 3.In another particular embodiment, R 4for CH 2cCH.In another particular embodiment, R 4for CH 2cCCH 3.In another particular embodiment, R 4for CH 2cCH 2cH 3.
According to another preferred embodiment, R 4for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 2-C 6alkynyl.
According to specific embodiments, R 4for C 2-C 6halo alkynyl, the more preferably C of halo wholly or in part 2-C 6alkynyl.In particular embodiment, R 4for the C of halo wholly or in part 2alkynyl.In another particular embodiment, R 4for the C of halo wholly or in part 3alkynyl.According to another specific embodiments, R 4for the C replaced by OH 2-C 6alkynyl, preferred C 2-C 4alkynyl, more preferably CCOH, CH 2cCOH.In particular embodiment, R 4for CCOH.In another particular embodiment, R 4for CH 2cCOH.According to another specific embodiments, R 4for C 1-C 4alkoxy-C 2-C 6alkynyl, more preferably C 1-C 4alkoxy-C 2-C 4alkynyl.In particular embodiment, R 4for CCOCH 3.In another particular embodiment, R 4for CH 2cCOCH 3.According to another specific embodiments, R 4for C 1-C 4halogenated alkoxy-C 2-C 6alkynyl, more preferably C 1-C 4halogenated alkoxy-C 2-C 4alkynyl.In particular embodiment, R 4for CCOCF 3.In another particular embodiment, R 4for CH 2cCOCF 3.In another particular embodiment, R 4for CCOCCl 3.In another particular embodiment, R 4for CH 2cCOCCl 3.According to another specific embodiments, R 4for C 3-C 8cycloalkyl-C 2-C 6alkynyl, preferred C 3-C 6cycloalkyl-C 2-C 4alkynyl.According to another specific embodiments, R 4for C 3-C 6halogenated cycloalkyl-C 2-C 4alkynyl, preferred C 3-C 8halogenated cycloalkyl-C 2-C 6alkynyl.
According to another embodiment, R 4for C 3-C 8cycloalkyl, preferred cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, especially cyclopropyl or cyclobutyl.In particular embodiment, R 4for cyclopropyl.In another particular embodiment, R 4for cyclobutyl.In another particular embodiment, R 4for cyclopentyl.In another particular embodiment, R 4for cyclohexyl.
According to another embodiment, R 4for C 3-C 8cycloalkyloxy, preferred C 3-C 6cycloalkyloxy.In particular embodiment, R 4for O-cyclopropyl.
According to another preferred embodiment, R 4for by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition 12athe C replaced 3-C 8cycloalkyl.
According to specific embodiments, R 4for C 3-C 8halogenated cycloalkyl, the more preferably C of halo wholly or in part 3-C 6cycloalkyl.In particular embodiment, R 4for the cyclopropyl of halo wholly or in part.In another particular embodiment, R 4for 1-Cl-cyclopropyl.In another particular embodiment, R 4for 2-Cl-cyclopropyl.In another particular embodiment, R 4for 1-F-cyclopropyl.In another particular embodiment, R 4for 2-F-cyclopropyl.In another particular embodiment, R 4for the cyclobutyl of halo wholly or in part.In another particular embodiment, R 4for 1-Cl-cyclobutyl.In another particular embodiment, R 4for 1-F-cyclobutyl.In another particular embodiment, R 4be 3,3-(Cl) 2-cyclobutyl.In another particular embodiment, R 4be 3,3-(F) 2-cyclobutyl.According to specific embodiments, R 4for by C 1-C 4the C that alkyl replaces 3-C 8cycloalkyl, more preferably by C 1-C 4the C that alkyl replaces 3-C 6cycloalkyl.In particular embodiment, R 4for 1-CH 3-cyclopropyl.According to specific embodiments, R 4for the C replaced by CN 3-C 8cycloalkyl, more preferably by C that CN replaces 3-C 6cycloalkyl.In particular embodiment, R 4for 1-CN-cyclopropyl.According to another specific embodiments, R 4for C 3-C 8cycloalkyl-C 3-C 8cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6cycloalkyl.In particular embodiment, R 4for cyclopropyl-cyclopropyl.In particular embodiment, R 4for 2-cyclopropyl-cyclopropyl.According to another particular embodiment, R 4for C 3-C 8cycloalkyl-C 3-C 8halogenated cycloalkyl, preferred C 3-C 6cycloalkyl-C 3-C 6halogenated cycloalkyl.
According to another embodiment, R 4for C 3-C 8cycloalkyl-C 1-C 4alkyl, preferred C 3-C 6cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 4for CH (CH 3) (cyclopropyl).In particular embodiment, R 4for CH 2-(cyclopropyl).
According to another preferred embodiment, R 4for C 3-C 8cycloalkyl-C 1-C 4alkyl, wherein Alliyl moieties can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition areplace and cyclic alkyl moiety can by 1,2,3 or at the most most probable number MPN object as defined herein with the identical or different radicals R of institute's preferred definition breplace.
According to specific embodiments, R 4for C 3-C 8cycloalkyl-C 1-C 4haloalkyl, C 3-C 6cycloalkyl-C 1-C 4haloalkyl.According to specific embodiments, R 4for C 3-C 8halogenated cycloalkyl-C 1-C 4alkyl, C 3-C 6halogenated cycloalkyl-C 1-C 4alkyl.In particular embodiment, R 4for the cyclopropyl-C of halo wholly or in part 1-C 4alkyl.In another particular embodiment, R 4for 1-Cl-cyclopropyl-C 1-C 4alkyl.In another particular embodiment, R 4for 1-F-cyclopropyl-C 1-C 4alkyl.
According to another embodiment, R 4for NH 2.
According to another embodiment, R 4for NH (C 1-C 4alkyl).According to specific embodiments, R 4for NH (CH 3).According to specific embodiments, R 4for NH (CH 2cH 3).According to specific embodiments, R 4for NH (CH 2cH 2cH 3).According to specific embodiments, R 4for NH (CH (CH 3) 2).According to specific embodiments, R 4for NH (CH 2cH 2cH 2cH 3).According to specific embodiments, R 4for NH (C (CH 3) 3).
According to another embodiment, R 4for N (C 1-C 4alkyl) 2.According to specific embodiments, R 4for N (CH 3) 2.According to specific embodiments, R 4for N (CH 2cH 3) 2.According to specific embodiments, R 4for N (CH 2cH 2cH 3) 2.According to specific embodiments, R 4for N (CH (CH 3) 2) 2.According to specific embodiments, R 4for N (CH 2cH 2cH 2cH 3) 2.According to specific embodiments, R 4for NH (C (CH 3) 3) 2.
According to another embodiment, R 4for NH (C 3-C 8cycloalkyl), preferred NH (C 3-C 6cycloalkyl).According to specific embodiments, R 4for NH (cyclopropyl).According to specific embodiments, R 4for NH (cyclobutyl).According to specific embodiments, R 4for NH (cyclopentyl).According to specific embodiments, R 4for NH (cyclohexyl).
According to another embodiment, R 4for N (C 3-C 8cycloalkyl) 2, preferred N (C 3-C 6cycloalkyl) 2.According to specific embodiments, R 4for N (cyclopropyl) 2.According to specific embodiments, R 4for N (cyclobutyl) 2.According to specific embodiments, R 4for N (cyclopentyl) 2.According to specific embodiments, R 4for N (cyclohexyl) 2.
According to another embodiment, R 4for S (O) p(C 1-C 4alkyl), wherein p is 0,1,2, preferred S (O) p(C 1-C 4alkyl), wherein p is 2.According to specific embodiments, R 4for SO 2cH 3.According to specific embodiments, R 4for SO 2cF 3.
According to another embodiment, R 4for C (=O) (-C 1-C 4alkyl).According to specific embodiments, R 4for C (=O) CH 3.According to another specific embodiments, R 4for C (=O) CH 2cH 3.According to another specific embodiments, R 4for C (=O) CH 2cH 2cH 3.According to another specific embodiments, R 4for C (=O) CH (CH 3) 2.According to another specific embodiments, R 4for C (=O) C (CH 3) 3.
According to another embodiment, R 4for C (=O) OH.
According to another embodiment, R 4for C (=O) (-O-C 1-C 4alkyl).According to specific embodiments, R 4for C (=O) OCH 3.According to another particular embodiment, R 4for C (=O) OCH 2cH 3.According to another specific embodiments, R 4for C (=O) OCH 2cH 2cH 3.According to another particular embodiment, R 4for C (=O) OCH (CH 3) 2.According to another specific embodiments, R 4for C (=O) OC (CH 3) 3.
According to another embodiment, R 4for C (=O)-NH (C 1-C 4alkyl).According to specific embodiments, R 4for C (=O) NHCH 3.According to another specific embodiments, R 4for C (=O) NHCH 2cH 3.According to another specific embodiments, R 4for C (=O) NHCH 2cH 2cH 3.According to another specific embodiments, R 4for C (=O) NHCH (CH 3) 2.According to another specific embodiments, R 4for C (=O) NHC (CH 3) 3.
According to another embodiment, R 4for C (=O)-N (C 1-C 4alkyl) 2.According to specific embodiments, R 4for C (=O) N (CH 3) 2.According to another specific embodiments, R 4for C (=O) N (CH 2cH 3) 2.According to another specific embodiments, R 4for C (=O) N (CH 2cH 2cH 3) 2.According to another specific embodiments, R 4for C (=O) N (CH (CH 3) 2) 2.According to another specific embodiments, R 4for C (=O) N (C (CH 3) 3) 2.
According to another embodiment, R 4for C (=O)-NH (C 3-C 6cycloalkyl).According to specific embodiments, R 4for C (=O) NH (cyclopropyl).According to another specific embodiments, R 4for C (=O) NH (cyclobutyl).According to another specific embodiments, R 4for C (=O) NH (cyclopentyl).According to another specific embodiments, R 4for C (=O) NH (cyclohexyl).
According to another embodiment, R 4for C (=O)-N (C 3-C 6cycloalkyl) 2.According to specific embodiments, R 4for C (=O) N (cyclopropyl) 2.According to another specific embodiments, R 4for C (=O) N (cyclobutyl) 2.According to another specific embodiments, R 4for C (=O) N (cyclopentyl) 2.According to another specific embodiments, R 4for C (=O) N (cyclohexyl) 2.
R 4particularly preferred embodiment above-mentioned enumerate for each m=1, m=2, m=3, m=4 and m=5 and be independently and be independently in m=2, m=3, m=4 and m=5.
According to an embodiment, (R 4) mbe selected from 4-(R 4) 1, 3-(R 4) 1, 2,4-(R 4) 2with 3,4-(R 4) 2.In its specific embodiments, corresponding R 4be selected from F, Cl, Br, CN and CF independently of one another 3, be more specifically selected from Cl, F and CF 3.An one specific embodiments relates to wherein (R 4) mbe selected from 4-Cl, 3-Cl, 4-F, 3-F, 4-CF 3, 3-CF 3, 2,4-F 2, 3,4-F 2, 2,4-Cl 2, 3,4-Cl 2compound.
R 4 mparticularly preferred embodiment according to the present invention in following table A1, each row that wherein X1-1 to X1-155 is capable correspond to a particular of the present invention, wherein X1-1 to X1-155 is also combined as the preferred embodiments of the invention with any.
Table X 1
-* without replacement, m=0
According to an embodiment, the present invention relates to formula I.A compound:
Here each variable as herein for Formula I to define or as to formula I institute preferred definition.
Preferably be compiled in the compounds of this invention I in following table 1a-75a, there is condition as defined above.In addition, the group that in his-and-hers watches, substituting group is mentioned, originally as described substituent particularly preferably aspect, has nothing to do with the combination wherein mentioning it.
Table 1a
Wherein R 1and R 2combination correspond to the capable and (R of the A-1 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A1.B1-I.A.A1.B155) of a line of table B.
Table 2a
Wherein R 1and R 2combination correspond to the capable and (R of the A-2 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A2.B1-I.A.A2.B155) of a line of table B.
Table 3a
Wherein R 1and R 2combination correspond to the capable and (R of the A-3 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A3.B1-I.A.A3.B155) of a line of table B.
Table 4a
Wherein R 1and R 2combination correspond to the capable and (R of the A-4 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A4.B1-I.A.A4.B155) of a line of table B.
Table 5a
Wherein R 1and R 2combination correspond to the capable and (R of the A-5 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A5.B1-I.A.A5.B155) of a line of table B.
Table 6a
Wherein R 1and R 2combination correspond to the capable and (R of the A-6 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A6.B1-I.A.A6.B155) of a line of table B.
Table 7a
Wherein R 1and R 2combination correspond to the capable and (R of the A-7 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A7.B1-I.A.A7.B155) of a line of table B.
Table 8a
Wherein R 1and R 2combination correspond to the capable and (R of the A-8 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A8.B1-I.A.A8.B155) of a line of table B.
Table 9a
Wherein R 1and R 2combination correspond to the capable and (R of the A-9 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A9.B1-I.A.A9.B155) of a line of table B.
Table 10a
Wherein R 1and R 2combination correspond to the capable and (R of the A-10 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A10.B1-I.A.A10.B155) of a line of table B.
Table 11a
Wherein R 1and R 2combination correspond to the capable and (R of the A-11 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A11.B1-I.A.A11.B155) of a line of table B.
Table 12a
Wherein R 1and R 2combination correspond to the capable and (R of the A-12 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A12.B1-I.A.A12.B155) of a line of table B.
Table 13a
Wherein R 1and R 2combination correspond to the capable and (R of the A-13 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A13.B1-I.A.A13.B155) of a line of table B.
Table 14a
Wherein R 1and R 2combination correspond to the capable and (R of the A-14 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A14.B1-I.A.A14.B155) of a line of table B.
Table 15a
Wherein R 1and R 2combination correspond to the capable and (R of the A-15 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A15.B1-I.A.A15.B155) of a line of table B.
Table 16a
Wherein R 1and R 2combination correspond to the capable and (R of the A-16 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A16.B1-I.A.A16.B155) of a line of table B.
Table 17a
Wherein R 1and R 2combination correspond to the capable and (R of the A-17 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A17.B1-I.A.A17.B155) of a line of table B.
Table 18a
Wherein R 1and R 2combination correspond to the capable and (R of the A-18 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A18.B1-I.A.A18.B155) of a line of table B.
Table 19a
Wherein R 1and R 2combination correspond to the capable and (R of the A-19 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A19.B1-I.A.A19.B155) of a line of table B.
Table 20a
Wherein R 1and R 2combination correspond to the capable and (R of the A-20 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A20.B1-I.A.A20.B155) of a line of table B.
Table 21a
Wherein R 1and R 2combination correspond to the capable and (R of the A-21 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A21.B1-I.A.A21.B155) of a line of table B.
Table 22a
Wherein R 1and R 2combination correspond to the capable and (R of the A-22 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A22.B1-I.A.A22.B155) of a line of table B.
Table 23a
Wherein R 1and R 2combination correspond to the capable and (R of the A-23 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A23.B1-I.A.A23.B155) of a line of table B.
Table 24a
Wherein R 1and R 2combination correspond to the capable and (R of the A-24 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A24.B1-I.A.A24.B155) of a line of table B.
Table 25a
Wherein R 1and R 2combination correspond to the capable and (R of the A-25 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A25.B1-I.A.A25.B155) of a line of table B.
Table 26a
Wherein R 1and R 2combination correspond to the capable and (R of the A-26 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A26.B1-I.A.A26.B155) of a line of table B.
Table 27a
Wherein R 1and R 2combination correspond to the capable and (R of the A-27 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A27.B1-I.A.A27.B155) of a line of table B.
Table 28a
Wherein R 1and R 2combination correspond to the capable and (R of the A-28 of Table A 4) m, (R 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A28.B1-I.A.A28.B155) of a line of table B.
Table 29a
Wherein R 1and R 2combination correspond to the capable and (R of the A-29 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A29.B1-I.A.A29.B155) of a line of table B.
Table 30a
Wherein R 1and R 2combination correspond to the capable and (R of the A-30 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A30.B1-I.A.A30.B155) of a line of table B.
Table 31a
Wherein R 1and R 2combination correspond to the capable and (R of the A-31 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A31.B1-I.A.A31.B155) of a line of table B.
Table 32a
Wherein R 1and R 2combination correspond to the capable and (R of the A-32 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A32.B1-I.A.A32.B155) of a line of table B.
Table 33a
Wherein R 1and R 2combination correspond to the capable and (R of the A-33 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A33.B1-I.A.A33.B155) of a line of table B.
Table 34a
Wherein R 1and R 2combination correspond to the capable and (R of the A-34 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A34.B1-I.A.A34.B155) of a line of table B.
Table 35a
Wherein R 1and R 2combination correspond to the capable and (R of the A-35 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A35.B1-I.A.A35.B155) of a line of table B.
Table 36a
Wherein R 1and R 2combination correspond to the capable and (R of the A-36 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A36.B1-I.A.A36.B155) of a line of table B.
Table 37a
Wherein R 1and R 2combination correspond to the capable and (R of the A-37 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A37.B1-I.A.A37.B155) of a line of table B.
Table 38a
Wherein R 1and R 2combination correspond to the capable and (R of the A-38 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A38.B1-I.A.A38.B155) of a line of table B.
Table 39a
Wherein R 1and R 2combination correspond to the capable and (R of the A-39 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A39.B1-I.A.A39.B155) of a line of table B.
Table 40a
Wherein R 1and R 2combination correspond to the capable and (R of the A-40 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A40.B1-I.A.A40.B155) of a line of table B.
Table 41a
Wherein R 1and R 2combination correspond to the capable and (R of the A-41 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A41.B1-I.A.A41.B155) of a line of table B.
Table 42a
Wherein R 1and R 2combination correspond to the capable and (R of the A-42 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A42.B1-I.A.A42.B155) of a line of table B.
Table 43a
Wherein R 1and R 2combination correspond to the capable and (R of the A-43 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A43.B1-I.A.A43.B155) of a line of table B.
Table 44a
Wherein R 1and R 2combination correspond to the capable and (R of the A-44 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A44.B1-I.A.A44.B155) of a line of table B.
Table 45a
Wherein R 1and R 2combination correspond to the capable and (R of the A-45 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A45.B1-I.A.A45.B155) of a line of table B.
Table 46a
Wherein R 1and R 2combination correspond to the capable and (R of the A-46 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A46.B1-I.A.A46.B155) of a line of table B.
Table 47a
Wherein R 1and R 2combination correspond to the capable and (R of the A-47 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A47.B1-I.A.A47.B155) of a line of table B.
Table 48a
Wherein R 1and R 2combination correspond to the capable and (R of the A-48 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A48.B1-I.A.A48.B155) of a line of table B.
Table 49a
Wherein R 1and R 2combination correspond to the capable and (R of the A-49 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A49.B1-I.A.A49.B155) of a line of table B.
Table 50a
Wherein R 1and R 2combination correspond to the capable and (R of the A-50 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A50.B1-I.A.A50.B155) of a line of table B.
Table 51a
Wherein R 1and R 2combination correspond to the capable and (R of the A-51 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A51.B1-I.A.A51.B155) of a line of table B.
Table 52a
Wherein R 1and R 2combination correspond to the capable and (R of the A-52 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A52.B1-I.A.A52.B155) of a line of table B.
Table 53a
Wherein R 1and R 2combination correspond to the capable and (R of the A-53 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A53.B1-I.A.A53.B155) of a line of table B.
Table 54a
Wherein R 1and R 2combination correspond to the capable and (R of the A-54 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A54.B1-I.A.A54.B155) of a line of table B.
Table 55a
Wherein R 1and R 2combination correspond to the capable and (R of the A-55 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A55.B1-I.A.A55.B155) of a line of table B.
Table 56a
Wherein R 1and R 2combination correspond to the capable and (R of the A-56 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A56.B1-I.A.A56.B155) of a line of table B.
Table 57a
Wherein R 1and R 2combination correspond to the capable and (R of the A-57 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A57.B1-I.A.A57.B155) of a line of table B.
Table 58a
Wherein R 1and R 2combination correspond to the capable and (R of the A-58 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A58.B1-I.A.A58.B155) of a line of table B.
Table 59a
Wherein R 1and R 2combination correspond to the capable and (R of the A-59 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A59.B1-I.A.A59.B155) of a line of table B.
Table 60a
Wherein R 1and R 2combination correspond to the capable and (R of the A-60 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A60.B1-I.A.A60.B155) of a line of table B.
Table 61a
Wherein R 1and R 2combination correspond to the capable and (R of the A-61 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A61.B1-I.A.A61.B155) of a line of table B.
Table 62a
Wherein R 1and R 2combination correspond to the capable and (R of the A-62 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A62.B1-I.A.A62.B155) of a line of table B.
Table 63a
Wherein R 1and R 2combination correspond to the capable and (R of the A-63 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A63.B1-I.A.A63.B155) of a line of table B.
Table 64a
Wherein R 1and R 2combination correspond to the capable and (R of the A-64 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A64.B1-I.A.A64.B155) of a line of table B.
Table 65a
Wherein R 1and R 2combination correspond to the capable and (R of the A-65 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A65.B1-I.A.A65.B155) of a line of table B.
Table 66a
Wherein R 1and R 2combination correspond to the capable and (R of the A-66 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A66.B1-I.A.A66.B155) of a line of table B.
Table 67a
Wherein R 1and R 2combination correspond to the capable and (R of the A-67 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A67.B1-I.A.A67.B155) of a line of table B.
Table 68a
Wherein R 1and R 2combination correspond to the capable and (R of the A-68 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A68.B1-I.A.A68.B155) of a line of table B.
Table 69a
Wherein R 1and R 2combination correspond to the capable and (R of the A-69 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A69.B1-I.A.A69.B155) of a line of table B.
Table 70a
Wherein R 1and R 2combination correspond to the capable and (R of the A-70 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A70.B1-I.A.A70.B155) of a line of table B.
Table 71a
Wherein R 1and R 2combination correspond to the capable and (R of the A-71 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A71.B1-I.A.A71.B155) of a line of table B.
Table 72a
Wherein R 1and R 2combination correspond to the capable and (R of the A-72 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A72.B1-I.A.A72.B155) of a line of table B.
Table 73a
Wherein R 1and R 2combination correspond to the capable and (R of the A-73 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A73.B1-I.A.A73.B155) of a line of table B.
Table 74a
Wherein R 1and R 2combination correspond to the capable and (R of the A-74 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A74.B1-I.A.A74.B155) of a line of table B.
Table 75a
Wherein R 1and R 2combination correspond to the capable and (R of the A-75 of Table A 4) mimplication each individually oriented compound is corresponded in each case to the formula I.A compound (Compound I .A.A75.B1-I.A.A75.B155) of a line of table B.
table A:
Table B
The compounds of this invention I and composition are suitable as mycocide respectively.Their feature is that the plant pathogenic fungi to wide region [comprises and especially comes from Plasmodiophoromycetes (Plasmodiophoromycetes), Peronosporomycetes (synonym Oomycete (Oomycetes)), Chytridiomycetes (Chytridiomycetes), zygomycetes (Zygomycetes), Ascomycetes (Ascomycetes), the soil-borne fungus of Basidiomycetes (Basidiomycetes) and deuteromycetes (Deuteromycetes) (synonym Fungi imperfecti (Fungi imperfecti))] there is significant effect.Inhale effective in some in them and can be used in Crop protection as blade face mycocide, seed dressing mycocide and soil fungicide.In addition, they are applicable to the harmful fungoid that control especially occurs in timber or plant root.
The compounds of this invention I and composition for various cultivated plant as Cereal, such as wheat, rye, barley, triticale, oat or rice; Beet, such as sugar beet or fodder beet; Fruit, as a kind of fruit, such as apple, pear, etc., drupe or berry, such as apple, pears, Lee, peach, almond, cherry, strawberry, immature fruit of Juteleaf Raspberry, blackberry, blueberry or dayberry; Leguminous plants, such as French beans, pea, clover or soybean; Oilseed plant, such as rape, leaf mustard, olive, Sunflower Receptacle, coconut, cocoa beans, castor oil plant, oil palm, peanut or soybean; Cucurbitaceous plant, such as pumpkin, cucumber or muskmelon; Textile plant, such as cotton, flax, hemp or jute; Citrus fruits, such as orange, lemon, natsudaidai or tangerine; Vegetables, such as spinach, lettuce, asparagus, Caulis et Folium Brassicae capitatae, Radix Dauci Sativae, onion, tomato, potato, cucurbit or big capsicums; Bay class plant, such as avocado, Chinese cassia tree or camphor; Energy and material plant, such as corn, soybean, rape, sugarcane or oil palm; Corn; Tobacco; Nut; Coffee; Tea; Banana; Grape vine (table grapes and wine Wine grape); Hops; Lawn; Sweet Stevia (also claiming stevia rebaudianum (Stevia)); Natural rubber plant or view and admire and forest plants, such as flowers, shrub, deciduous tree or evergreen tree, such as softwood tree, and plant propagation material is as prevented and treated a large amount of plant pathogenic fungi particularly important in the crop material of seed and these plants.
Preferred compound I and composition thereof are respectively used in field crop, such as potato, sugar beet, tobacco, wheat, rye, barley, oat, rice, corn, cotton, soybean, rape, leguminous plants, Sunflower Receptacle, coffee or sugarcane; Fruit; Grape vine; Ornamental plant; Or vegetables are as a large amount of fungi prevented and treated by cucumber, tomato, Kidney bean or pumpkin.
Term " plant propagation material " is interpreted as representing that all reproductive part of plant are as seed, and the asexual vegetable material that may be used for breeding plant is as cutting and stem tuber (such as potato).This comprises seed, root, fruit, stem tuber, bulb, subterraneous stem, branch, bud and other plant part, be included in sprout after or after emerging by the rice shoot of soil transferring and seedling.These seedling can also be protected by the process wholly or in part via dipping or pouring before transplanting.
Preferably by Compound I and composition thereof, the process to plant propagation material is used at Cereal as wheat, rye, barley and oat respectively; Rice, corn, cotton and soybean prevent and treat a large amount of fungi.
Term " cultivated plant " is understood to include by the plant that breeding, mutagenesis or genetically engineered are modified, include but not limited to list marketing or exploitation Agricultural biotechnologies product (see http:// cera-gmc.org/, the GM crop data storehouse see wherein).Genetically modified plant is that its genetic material is by using the plant not easily passing through hybridization, sudden change under field conditions (factors) or naturally recombinate the recombinant DNA technology modification obtained.Usually by one or more gene integration to the genetic stocks of genetically modified plant to improve some performance of plant.This kind of genetic modification also includes but not limited to the target posttranslational modification of protein, oligopeptides or polypeptide, such as by glycosylation or polymkeric substance addition as isoprenylation, acetylize or farnesylation structure division or PEG structure division.
The plant of being modified by breeding, mutagenesis or genetically engineered such as tolerates using of special category weedicide because of conventional breeding or gene engineering method, and these weedicides are if auxin herbicide is as dicamba 98 (dicamba) or 2,4-D; Bleacher herbicides is as medical midbodies of para (ortho)-hydroxybenzoic acetone acid dioxygenase enzyme (HPPD) inhibitor or phytoene desaturase (PDS) inhibitor; Acetolactate synthestase (ALS) inhibitor, such as sulfonylurea or imidazolone type; Enol pyruvylshikimate 3-phosphate synthase (EPSPS) inhibitor, such as glyphosate (glyphosate); Glutamine synthetase (GS) inhibitor, such as careless ammonium phosphine (glufosinate); Protoporphyrinogen-IX oxidase inhibitor; Lipid biosynthesis inhibitors is as ethanoyl CoA carboxylase (ACCase) inhibitor; Or oxynil (i.e. bromoxynil (bromoxynil) or ioxynil (ioxynil)) weedicide; In addition, plant tolerates plurality of classes weedicide by repeatedly genetic modification, as tolerate glyphosate and careless both ammonium phosphines or tolerate glyphosate and another both classification weedicide being selected from ALS inhibitor, HPPD inhibitor, plant hormone inhibitor or ACCase inhibitor.These herbicide tolerant technology are such as described in Pest Managem.Sci.61,2005,246; 61,2005,258; 61,2005,277; 61,2005,269; 61,2005,286; 64,2008,326; 64,2008,332; Weed Sci.57,2009,108; Austral.J.Agricult.Res.58,2007,708; Science 316,2007,1185; And in the document wherein quoted.Several cultivated plant is by conventional breeding methods (mutagenesis) herbicide-tolerant, and such as imidazolinone resistance is as imazamox (imazamox) summer sowing rape (Canola, German BASF SE) or tolerance sulfonylurea, such as tribenuron-methyl (tribenuron) sunflower Receptacle (DuPont, USA).Used gene engineering method to give cultivated plant if soybean, cotton, corn, beet and rape are to the tolerance of weedicide as glyphosate and careless ammonium phosphine, some in them can with trade name (tolerate glyphosate, Monsanto, U.S.A.), (tolerance imidazolone, German BASF SE) and (tolerating careless ammonium phosphine, German Bayer CropScience) is commercial.
In addition, also comprise by using recombinant DNA technology and one or more insecticidal proteins can be synthesized, especially by bacillus (Bacillus) bacterium, those the plant that particularly bacillus thuringiensis (Bacillusthuringiensis) is known, described insecticidal proteins is as delta-endotoxin, such as CryIA (b), CryIA (c), CryIF, CryIF (a2), CryIIA (b), CryIIIA, CryIIIB (b1) or Cry9c; Asexual insecticidal proteins (VIP), such as VIP1, VIP2, VIP3 or VIP3A; The insecticidal proteins of nematode colonizing bacteria, such as Photobacterium (Photorhabdus) or Xenorhabdus (Xenorhabdus); The toxin that animal produces is as scorpion toxin, spider venom, wasp toxin or other insect-specific neurotoxins; Mycetogenetic toxin, such as streptomyces (Streptomycetes) toxin; Phytohemagglutinin, such as pea or barley lectin element; Lectin; Proteinase inhibitor, such as trypsin inhibitor, serpin, patatin, cystatin or antipain; Ribosome inactivating protein (RIP), such as ricin, corn-RIP, toxalbumin, Seeds of Luffa cylindrica albumen, saporin or different strain diarrhoea toxalbumin (bryodin); Steroid metabolism enzyme, such as 3-hydroxy steroid oxydase, ecdysteroids-IDP glycosyltransferase, rCO, moulting hormone inhibitor or HMG-CoA reductase; Ion channel blocking agent, such as sodium channel or calcium channel blocker; Juvenile hormone esterase; Diuretic hormone acceptor (helicokinin acceptor); synthetic enzyme, bibenzyl synthases, chitinase or dextranase.In the context of the present invention, these insecticidal proteins or toxin be also specifically interpreted as front toxin, hybrid protein, brachymemma or the albumen of other aspect modifications.The feature of hybrid protein is the novel compositions (for example, see WO 2002/015701) in albumen territory.Other examples that this toxoid maybe can synthesize the genetically modified plant of these toxin are disclosed in EP-A 374753, WO 93/07278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO03/18810 and WO 03/52073.The method of producing these genetically modified plants is known to those skilled in the art usually and is such as described in above-mentioned publication.These be contained in insecticidal proteins in genetically modified plant give the plant that produces these albumen with on all taxonomy for arthropodan insect, the especially tolerance of beetle (Coleoptera (Coeleropta)), dipteral insect (Diptera (Diptera)) and moth (lepidopteran (Lepidoptera)) and nematode (nematoda (Nematoda)).The genetically modified plant that can synthesize one or more insecticidal proteins is such as described in above-mentioned publication, and some in them are commercially available, such as (producing the corn variety of toxin C ry1Ab), plus (producing the corn variety of toxin C ry1Ab and Cry3Bb1), (producing the corn variety of toxin C ry9c), rW (producing the corn variety of Cry34Ab1, Cry35Ab1 and enzyme phosphinothricin-N-acetyl-transferase [PAT]), 33B (producing the cotton variety of toxin C ry1Ac), i (producing the cotton variety of toxin C ry1Ac), iI (producing the cotton variety of toxin C ry1Ac and Cry2Ab2), (producing the cotton variety of VIP toxin), (producing the potato kind of toxin C ry3A), bt11 (such as and the Bt176 of French Syngenta Seeds SAS (producing the corn variety of toxin C ry1Ab and PAT enzyme) CB), the MIR604 of France Syngenta Seeds SAS (produces the corn variety of the modification translation of toxin C ry3A, see WO 03/018810), the MON 863 (producing the corn variety of toxin C ry3Bb1) of Belgium Monsanto Europe S.A., the IPC 531 (producing the cotton variety of the modification translation of toxin C ry1Ac) of Belgium Monsanto Europe S.A. and 1507 (the producing the corn variety of toxin C ry1F and PAT enzyme) of Belgian Pioneer Overseas Corporation.
In addition, also comprise by using recombinant DNA technology can synthesize one or more plants to the protein of the resistance of bacterium, virus or fungal pathogens or tolerance enhancing.The example of this proteinoid is so-called " albumen relevant to pathogeny " (PR albumen, for example, see EP-A 0 392 225), Plant Genes Conferring Resistance To Pathogens (such as expressing the potato kind of the resistant gene worked for the phytophthora infestans (Phytophthora infestans) from wild Mexican potato Solanumbulbocastanum) or T4 Lysozyme (such as can synthesize bacterium as Erwinia amylvora has the potato kind of these albumen of the resistance of enhancing).The method of producing these genetically modified plants is known to those skilled in the art usually and is such as described in above-mentioned publication.
In addition, also comprise by using recombinant DNA technology can synthesize one or more albumen to improve output (generation of biological example matter, Grain Yield, starch content, oil-contg or protein content), to the plant of the tolerance of arid, salt or other growth limitation environmental factorss or the tolerance to insect and fungi, bacterium and viral pathogen.
In addition, also comprise by using recombinant DNA technology and containing the substances content of knots modification or novel substance content especially to improve the mankind or zootrophic plant, such as, produce the oil crops of sanatory long-chain omega-fatty acid or unsaturated ω-9 lipid acid (such as rape, Canadian DOWAgro Sciences).
In addition, also comprise by using recombinant DNA technology and containing the substances content of knots modification or novel substance content especially to improve the plant of raw material production, such as, produce the potato of the amylopectin of increasing amount (such as potato, German BASF SE).
Compound I and composition thereof are particularly suitable for preventing and treating following plants disease respectively: Albugo (Albugo) (white blister) on ornamental plant, vegetables (such as white rust (A.candida)) and Sunflower Receptacle (such as salsify white rust (A.tragopogonis)), Alternaria (Alternaria) (rod method leaf spot) on vegetables, rape (the raw rod method (A.brassicola) of such as rape or alternaria brassica (A.brassicae)), sugar beet (such as A.tenuis), fruit, rice, soybean, potato (such as early epidemic rod method (A.solani) or rod method (A.alternata)), tomato (such as early epidemic rod method or rod method) and wheat, Aphanomyces (Aphanomyces) on sugar beet and vegetables, ascochyta (Ascochyta) on Cereal and vegetables, such as, A.tritici (anthrax) on wheat and large wheat husk two spore (A.hordei) on barley, Bipolaris (Bipolaris) and Drechslera (Drechslera) (teleomorph: cochliobolus belongs to (Cochliobolus)), such as, leaf spot (Bipolaris maydis (D.maydis) or Bipolaris zeicola (B.zeicola)) on corn, such as, spot blight on Cereal (the rice Bipolaris (B.oryzae) on wheat root-rot Bipolaris (B.sorokiniana) and such as rice and lawn, wheat powdery mildew (Blumeria (old name: Erysiphe) graminis) (Powdery Mildew) on Cereal (such as wheat or barley), Botrytis cinerea (Botrytis cinerea) (teleomorph: Botrytis cinerea (Botryotinia fuckeliana): gray mold) on fruit and berry (such as strawberry), vegetables (such as lettuce, Radix Dauci Sativae, celeriac and Caulis et Folium Brassicae capitatae), rape, flowers, grape vine, forest plants and wheat, lettuce dish stalk mould (Bremia lactucae) (oidium) on lettuce, long beak shell on deciduous tree and evergreen tree belongs to (Ceratocystis) (synonym line mouth shell belongs to (Ophiostoma)) (canker or blight), such as, elm wilt (C.ulmi) (Dutch elm disease) on elm, Cercospora (Cercospora) (tail spore leaf spot) on corn (such as gray leaf spot: corn tail spore bacterium (C.zeae-maydis)), rice, sugar beet (raw tail spore (C.beticola) of such as beet), sugarcane, vegetables, coffee, soybean (such as Germ To Soybean Frogeye Leaf Spot (C.sojina) or Cercospora kikuchii (C.kikuchii)) and rice, Cladosporium (Cladosporium) on tomato (such as Cladosporium fulvum (C.fulvum): leaf mold) and Cereal (the careless bud branch spore (C.herbarum) (ear rot) on such as wheat), ergot (Claviceps purpurea) (ergot) on Cereal, corn (the long compacted spore (C.carbonum) of grey), Cereal (such as standing grain cochliobolus (C.sativus), anamorph: wheat root-rot Bipolaris) and rice (such as palace portion cochliobolus (C.miyabeanus), anamorph: the long compacted spore (H.oryzae) of paddy rice) on cochliobolus belong to (anamorph: Helminthosporium (Helminthosporium) or Bipolaris) (leaf spot), cotton (such as cotton anthracnose bacterium (C.gossypii)), corn (the raw anthrax bacteria (C.graminicola) of such as standing grain: anthrax stem rot), berry, potato (such as watermelon anthrax bacteria (C.coccodes): diplostomiasis), perverse dish spore on Kidney bean (such as bean anthrax bacteria (C.lindemuthianum)) and soybean (such as Colletotrichum truncatum (C.truncatum) or green soy bean anthrax bacteria (C.gloeosporioides)) belongs to (Colletotrichum) (teleomorph: GLOMERFLLA CINGULATA Pseudomonas (Glomerella)) (anthrax), corticium (Corticium), such as rice Shang Bamboo grass wood photovoltaicing leather bacteria (C.sasakii) (banded sclerotial blight), cucumber aphid (Corynesporacassiicola) (leaf spot) on soybean and ornamental plant, rust staining germ belongs to (Cycloconium), such as, C.oleaginum on olive, fruit tree, grape vine (such as C.liriodendri, teleomorph: Neonectrialiriodendri: Blackfoot Disease) and view and admire ginseng on tree raw Ramularia (Cylindrocarpon) (such as fruit tree putrefaction disease or grape vine Blackfoot Disease, teleomorph: Nectria (Nectria) or lady's slipper mycorhiza Pseudomonas (Neonectria)), lineae ablicantes plumage bacterium (Dematophora (teleomorph: Rosellinia) necatrix) (root rot/stem rot) on soybean, north stem canker Pseudomonas (Diaporthe), such as, soybean north stem canker (D.phaseolorum) (vertical withered ulcer) on soybean, corn, Cereal are as barley (the compacted spore of navel (D.teres) in such as barley filigree, net blotch) and wheat (such as D.tritici-repentis: brown spot), rice and lawn on Drechslera (synonym Helminthosporium, teleomorph: nuclear cavity Pseudomonas (Pyrenophora)), Eschka (Esca) (grape vine blight, die back disease) on the grape vine caused by the brown pore fungi of spot (Formitiporia (synonym Phellinus) punctata), F.mediterranea, Phaeomoniella chlamydospora (old Phaeoacremoniumchlamydosporum by name), Phaeoacremonium aleophilum and/or grape seat chamber bacterium (Botryosphaeria obtuse), Elsinoe (Elsinoe) on a kind of fruit, such as apple, pear, etc. (E.pyri), berry (raspberry Elsinochrome (E.veneta): anthrax) and grape vine (grape Elsinochrome (E.ampelina): anthrax), rice leaf ustilago (Entyloma oryzae) (leaf smut) on rice, Epicoccum (Epicoccum) (smut) on wheat, sugar beet (beet powdery mildew (E.betae)), vegetables (such as pea powdery mildew (E.pisi)) are as Erysiphe (Erysiphe) (Powdery Mildew) on cucurbitaceous plant (such as two spore powdery mildews (E.cichoracearum)), Caulis et Folium Brassicae capitatae, rape (such as E.cruciferarum), fruit tree, grape vine and the side Curvularia lunata (Eutypa lata) (Eutypa Peptic Ulcers or blight, anamorph: Cytosporinalata, synonym Libertella blepharis) viewed and admired on tree, prominent navel Helminthosporium (Exserohilum) (synonym Helminthosporium) on corn (such as Exserohilum turcicum (E.turcicum)), Fusarium (Fusarium) (teleomorph: Gibberella (Gibberella)) (blight in each kind of plant, root rot or stem rot), such as, fusarium graminaria (F.graminearum) on Cereal (such as wheat or barley) or machete sickle spore (F.culmorum) (root rot, black spot or silver point disease), sharp sickle spore (F.oxysporum) on tomato, eggplant sickle spore (F.solani) (f.sp.glycines on soybean, present synonym is Fusarium virguliforme (F.virguliforme) and causes wheel branch sickle spore (F.verticillioides) on the sudden death Fusarium tucumaniae (F.tucumaniae) of syndromes and F.brasiliense and corn separately, gaeumannomyce (Gaeumannomyces graminis) (gaeumannomyces graminis disease) on Cereal (such as wheat or barley) and corn, Gibberella on Cereal (such as Gibberella zeae (G.zeae)) and rice (such as gibberella fujikuroi (G.fujikuroi): bakanae disease), apple anthrax bacteria (Glomerella cingulata) on grape vine, a kind of fruit, such as apple, pear, etc. and other plant and the cotton anthracnose bacterium (G.gossypii) on cotton, Grainstaining complex on rice, black rot of grape bacterium (Guignardia bidwellii) (Black Rotten) on grape vine, Rust (Gymnosporangium) on rosaceous plant and Chinese juniper, such as, G.sabinae (rust) on pears, Helminthosporium (synonym Drechslera, teleomorph: cochliobolus belongs to) on corn, Cereal and rice, camel spore Rust (Hemileia), such as, coffee rust (H.vastatrix) (coffee leaf rust) on coffee, foxiness on grape vine intends Isaria (Isariopsis clavispora) (synonym Cladosporium vitis), Kidney bean shell ball spore (Macrophomina phaseolina (synonym phaseoli)) (root rot/stem rot) on soybean and cotton, the withered bacterium of the mould leaf of snow (Microdochium (synonym Fusarium) nivale (snow mold) on Cereal (such as wheat or barley), diffusion cross hair shell (Microsphaeradiffusa) (Powdery Mildew) on soybean, Monilia (Monilinia), such as, drupe chain sclerotinia sclerotiorum (M.laxa), peach brown rot fungus (M.fructicola) and M.fructigena (blossom rot and branch maize ear rot, brown heart) on drupe and other rosaceous plants, mycosphaerella (Mycosphaerella) on Cereal, banana, berry and peanut, such as, standing grain green-ball chamber bacterium (M.graminicola) (anamorph: wheat septoria (Septoria tritici), septoria musiva leaf spot) on wheat or Fijian ball chamber bacterium (M.fijiensis) (Sigatoka black spot) on banana, Peronospora (Peronospora) (oidium) on Caulis et Folium Brassicae capitatae (such as rape downy mildew (P.brassicae)), rape (such as Peronospora parasitic (P.parasitica)), onion (such as shallot downy mildew (P.destructor)), tobacco (Peronospora tabacina (P.tabacina)) and soybean (such as downy mildew bacterium (P.manshurica)), Phakopsora pachyrhizi (Phakopsora pachyrhizi) on soybean and mountain horseleech layer rest fungus (P.Meibomiae) (soybean rust), such as, Phialophora (Phialophora) on grape vine (such as P.Tracheiphila and P.tetraspora) and soybean (such as brown stem rot bacterium (P.gregata): stem disease evil), black shin Phoma sp (Phoma lingam) (root rot and stem rot) on rape and Caulis et Folium Brassicae capitatae and the beet Phoma sp (P.betae) on sugar beet (root rot, leaf spot and vertical withered ulcer), Phomopsis (Phomopsis) on Sunflower Receptacle, grape vine (such as black rot of grape bacterium (P.viticola): dead arm and leaf spot) and soybean (such as stem rot: P.phaseoli, teleomorph: soybean north stem canker (Diaporthe phaseolorum)), maize brown spot bacterium (Physodermamaydis) (brown spot) on corn, each kind of plant is as big capsicums and cucurbitaceous plant (such as Phytophthora capsici (P.capsici)), soybean (such as soybean phytophthora (P.megasperma), synonym P.sojae), phytophthora (Phytophthora) (blight on potato and tomato (such as phytophthora infestans (P.infestans): late blight) and deciduous tree (such as robur sudden death pathogen (P.ramorum): Oak Tree is anxious dead sick), root rot, leaf rot, stem rot and fruit tree putrefaction disease), plasmodiophora brassica bacteria (Plasmodiophora brassicae) (club root) on Caulis et Folium Brassicae capitatae, rape, Radix Raphani and other plant, Peronospora (Plasmopara), such as, grape life single shaft mould (P.viticola) (grape vine oidium) on grape vine and the Plasmopara Halstedll (P.halstedii) on Sunflower Receptacle, Podosphaera (Podosphaera) (Powdery Mildew) on rosaceous plant, hops, a kind of fruit, such as apple, pear, etc. and berry, such as, apple mildew bacterium (P.leucotricha) on apple, the virus disease that such as Cereal belongs to (Polymyxa) as the many Acarasiales on barley and wheat (Polymyxa Graminis (P.graminis)) and sugar beet (Polymyxa betae (P.betae)) and propagates thus, Cereal is as the wheat Phyllostachys pubescens (Pseudocercosporella herpotrichoides) (eye spot, teleomorph: Tapesia yallundae) on wheat or barley, Pseudoperonospora (Pseudoperonospora) (oidium) in each kind of plant, such as, Pseudoperonospora cubensis (P.cubensis) on cucurbitaceous plant or the false frost (P.humili) of the grass of the humulus on hops, Pseudopeziculatracheiphila (the burnt germ of grape angle variegated leaf or ' rotbrenner ', anamorph: Saksenaea (Phialophora)) on grape vine, Puccinia (Puccinia) (rust) in each kind of plant, such as Cereal is as wheat, wheat handle rest fungus (P.triticina) (leaf rust or leaf rust) on barley or rye, bar shaped handle rust (P.striiformis) (stripe disease or yellow rust), barley handle rust (P.hordei) (barley yellow dwarf leaf rust), puccinia graminis (P.graminis) (stem rot or stalk rust) or puccinia triticinia (P.recondita) (leaf rust or leaf rust), P.kuehnii (orange rust) on sugarcane and the Asparagus handle rust (P.asparagi) on asparagus, in wheat yellow blothch bacterium (Pyrenophora (anamorph: Drechslera) tritici-repentis) (maculopathy) on wheat or the barley filigree on barley the compacted spore of navel (P.teres) (net blotch), Pyricularia Sacc. (Pyricularia), the piricularia oryzae (P.grisea) on such as, Pyricularia oryzae (P.oryzae) (teleomorph: Magnaporthe grisea, rice blast) on rice and lawn and Cereal, pythium (Pythium) (damping-off) on lawn, rice, corn, wheat, cotton, rape, Sunflower Receptacle, soybean, sugar beet, vegetables and various other plant (such as Pythium ultimum bacterium (P.ultimum) or melon and fruit corruption mould (P.aphanidermatum)), Ramularia (Ramularia), the beet leaf spot fungi (R.Beticola) on such as, R.collo-cygni on barley (post every spore leaf spot, physiology leaf spot) and sugar beet, Rhizoctonia (Rhizoctonia) on cotton, rice, potato, lawn, corn, rape, potato, sugar beet, vegetables and various other plant, such as, dry thread Pyrenomycetes (R.solani) (root rot/stem rot) on soybean, Rhizoctonia cerealis (R.Cerealis) (wheat hypochnus) on the R.solani (banded sclerotial blight) on rice or wheat or barley, Rhizopus stolonifer (Rhizopus stolonifer) (black points, soft rot) on strawberry, Radix Dauci Sativae, Caulis et Folium Brassicae capitatae, grape vine and tomato, rye beak spore (Rhynchosporium secalis) (leaf spot) on barley, rye and triticale, rice broom branch on rice mould (Sarocladium oryzae) and S.attenuatum (sheath rot disease), vegetables and field crop are as the Sclerotinia (Sclerotinia) (stem rot or southern blight) on rape, Sunflower Receptacle (such as sclerotinite (S.sclerotiorum)) and soybean (such as S.rolfsii or soybean sclerotinia crown rot (S.sclerotiorum)), Septoria (Septoria) in each kind of plant, such as, soybean septoria musiva (S.glycines) (brown spot) on soybean, the wheat septoria (S.tritici) (septoria musiva leaf spot) on wheat and the many spores of the withered shell of grain husk on Cereal (S. (synonym Stagonospora) nodorum) (spot blight), grape snag shell (Uncinula (synonym Erysiphe) necator) (Powdery Mildew, anamorph: Oidiumtuckeri) on grape vine, leaf blight Pseudomonas (Setosphaeria) (leaf blight) on corn (such as Exserohilum turcicum (S.turcicum), the large spot Exserohilum of synonym (Helminthosporium turcicum)) and lawn, axle Ustilago (Sphacelotheca) (smut) on corn (such as silk axle ustilago (S.reiliana): head smut), millet and sugarcane, monofilament shell powdery mildew (Sphaerotheca fuliginea) (Powdery Mildew) on cucurbitaceous plant, powder scab bacterium (Spongosporasubterranea) (powdery scab) on potato and the virus disease propagated thus, Stagonospora (Stagonospora) on Cereal, the many spores of the withered shell of such as, grain husk on wheat (S.nodorum) (spot blight, teleomorph: clever withered ball chamber bacterium (Leptosphaeria [synonym Phaeosphaeria] nodorum)), synchytrium endobioticum percival (Synchytrium endobioticum) (potato canker) on potato, Exoascus (Taphrina), such as, lopsided external capsule bacterium (T.Deformans) (leaf-curl) on peach and Lee's external capsule bacterium (T.pruni) (cystocarp Lee) on Lee, Thiclaviopsis (Thielaviopsis) (black root rot) on tobacco, a kind of fruit, such as apple, pear, etc., vegetables, soybean and cotton, such as black root rot bacterium (T.basicola) (synonym Chalara elegans), Tilletia (Tilletia) (bunt or the bunt smut of wheat) on Cereal, such as, T.tritici (synonym T.caries, the bunt of wheat) on wheat and T.controversa (dwarf bunt), meat spore core coral bacterium (Typhulaincarnata) (grey snow mold) on barley or wheat, Ustilago (Urocystis), such as, hidden bar ustilago (U.occulta) (bar smut disease) on rye, vegetables such as the monospore rust on Kidney bean (such as wart top uromyce (U.appendiculatus), synonym U.phaseoli) and sugar beet (such as rust of beet (U.betae)) belongs to (Uromyces) (rust), Cereal (such as wheat loose smut (U.nuda) and Ustilago (Ustilago) (smut) U.avaenae), on corn (such as Ustilago maydis (U.maydis): smut of maize) and sugarcane, Venturia (Venturia) (black spot) on apple (such as scab of apple (V.inaequalis)) and pears, and each kind of plant if tree and view and admire Verticillium (Verticillium) (blight) on tree, grape vine, berry, vegetables and field crop, such as, Verticillium wilt (V.dahliae) on strawberry, rape, potato and tomato.
Compound I and composition thereof are also adapted in the protection of stored prod or results product respectively and prevent and treat harmful fungoid in material protections.Term " material protection " is interpreted as representing safeguard industries and nonliving material, as tackiness agent, glue, timber, paper and cardboard, textiles, leather, paint dispersion, plastics, cooling lubricant, fiber or fabric in case harmful microorganism is as fungus and bacterium invasion and attack and destruction.For the protection of timber and other materials, following harmful fungoid should be noted especially: Ascomycetes fungi, such as line mouth shell belongs to, long beak shell belongs to, Aureobasidium pullulans (Aureobasidium pullulans), Sclerophoma spp., Chaetomium (Chaetomium spp.), Humicola (Humicola spp.), Peter's shell belongs to (Petriella spp.), the mould genus of pieces (Trichurus spp.), Basidiomycetes fungi, such as cellar fungus belongs to (Coniophora spp.), Coriolus Qu61 (Coriolus spp.), sticky gill fungus belongs to (Gloeophyllum spp.), Lentinus (Lentinus spp.), pleurotus (Pleurotus spp.), sleeping hole belongs to (Poria spp.), Merulius (Serpula spp.) and Tyromyces (Tyromyces spp.), deuteromycetes fungi, such as Aspergillus (Aspergillus spp.), Cladosporium, Penicillium (Penicilliumspp.), Trichoderma (Trichoderma spp.), Alternaria, paecilomyces (Paecilomyces spp.) and zygomycetes (Zygomycetes) fungi, such as Mucor (Mucor spp.), following yeast fungus should be noted: mycocandida (Candida spp.) and yeast saccharomyces cerevisiae (Saccharomyces cerevisae) in the protection of this external stored prod and results product.
Treatment process of the present invention can also for the protection of stored prod or results product with in the field of anti-fungal and microbiological attack.According to the present invention, term " stored prod " is interpreted as the crude substance and the form processing thereof that represent plant or animal-origin, and they are taken from the natural life cycle and wish digital preservation.The stored prod in farm crop source is as plant or its part; such as stem, leaf, stem tuber, seed, fruit or grain can be protected with fresh harvest state or with form processing; as predrying, soak, pulverize, grind, squeeze or cure, the method is also known as results aftertreatment.Also fall into stored prod definition lower be timber, no matter be unmanufactured wood form, as built timber, electric wire tower and fence, or final product form, as wood furniture and article.The stored prod of animal-origin is rawhide, leather, fur, hair etc.Combination of the present invention can prevent disadvantageous effect as corruption, variable color or go mouldy.Preferably " stored prod " is interpreted as the crude substance or its form processing, more preferably fruit and the form processing thereof that represent plant origin, as a kind of fruit, such as apple, pear, etc., drupe, berry and citrus fruit and form processing thereof.
Compound I and composition thereof may be used for improving plant health respectively.The invention still further relates to a kind of by respectively with the Compound I of significant quantity and compositions-treated plant thereof, its reproductive material and/or the wherein plant-growth place that maybe will grow and improve the method for plant health.
Term " plant health " is interpreted as representing plant and/or its product by several sign as output (the valuable components content of the biomass such as increased and/or increase), plant vigor (plant-growth such as improved and/or greener leaf (" greening effect ")), the quality improvement content of such as some composition (or form) and to the tolerance of non-life and/or life stress separately or mutually combine the situation determined.The above-mentioned sign of plant health situation can maybe can influence each other in interdependence.
Formula I can exist with the different crystal forms that its biologic activity possibility is different.They are similarly theme of the present invention.
Compound I directly or with composition forms by with the active substance process fungi of effective fungicidal amount or need to prevent the plant of fungal attack, plant propagation material uses as seed, soil, surface, material or space.Use can plant, plant propagation material as seed, soil, surface, material or space by fungal infection before and after carry out.
Plant propagation material prophylactically can process with Compound I itself or the composition that comprises at least one Compound I when planting or transplant or in plantation or before transplanting.
The invention still further relates to the agrochemical composition comprising auxiliary agent and at least one the compounds of this invention I.
Agrochemical composition comprises the Compound I of effective fungicidal amount.Term " significant quantity " expression is enough to prevent and treat harmful fungoid on cultivated plant or in material protection and processed plant is not caused to the present composition or the Compound I of the amount of significantly infringement.This amount can change and depend on that various factors is as fungi kind to be prevented and treated, processed cultivated plant or material, weather condition and particular compound I used in wide region.
Compound I, its N-oxide compound and salt can change into the conventional type of agrochemical composition, such as solution, emulsion, suspension, pulvis, powder, paste, particle, mould, capsule and composition thereof.The example of types of compositions is suspension (SC, OD, FS), emulsifiable concentrate (EC), emulsion (EW, EO, ES, ME), capsule (such as CS, ZC), stick with paste, lozenge, wettable powder or pulvis (WP, SP, WS, DP, DS), mould (such as BR, TB, DT), particle (such as WG, SG, GR, FG, GG, MG), insect killing product (such as LN) and treatment of plant propagation material are as the gel formulation (such as GF) of seed.These and other types of compositions are at " Catalogue of pesticide formulation types and international codingsystem ", Technical Monograph, 2nd phase, May in 2008 the 6th edition, in CropLifeInternational, there is definition.
Composition as Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; Or Knowles, New developments in crop protectionproduct formulation, Agrow Reports DS243, T & F Informa, London, prepares described in 2005 in a known way.
Suitable auxiliary agent is solvent, liquid vehicle, solid carrier or filler, tensio-active agent; dispersion agent, emulsifying agent, wetting agent, auxiliary; solubilizing agent, penetration enhancer, protective colloid, adhesive agent; thickening material, wetting Agent for Printing Inks, expellent, attractive substance; feeding stimulants, compatilizer, sterilant, frostproofer; defoamer, tinting material, tackifier and tackiness agent.
Suitable solvent and liquid vehicle are water and organic solvent, as in such as, to high boiling mineral oil fractions, kerosene, diesel oil; The oil of plant or animal-origin; Aliphatic series, ring-type and aromatic hydrocarbons, such as toluene, paraffin, naphthane, alkylated naphthalene; Alcohols, as ethanol, propyl alcohol, butanols, benzylalcohol, hexalin; Glycols; DMSO; Ketone, such as pimelinketone; Ester class, such as lactate, carbonic ether, fatty acid ester, gamma-butyrolactone; Lipid acid; Phosphonic acid ester; Amine; Amides, such as N-Methyl pyrrolidone, fatty acid dimethylamides; And their composition.
Suitable solid carrier or filler are ore deposit soil, such as silicate, silica gel, talcum, kaolin, Wingdale, lime, chalk, clay, rhombspar, diatomite, wilkinite, calcium sulfate, magnesium sulfate, magnesium oxide; Polysaccharide, such as Mierocrystalline cellulose, starch; Fertilizer, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; The product of plant origin, such as flour, tree bark powder, wood powder and nutshell powder, and their composition.
Suitable tensio-active agent is surfactant, as negatively charged ion, positively charged ion, nonionic and amphoterics, and block polymer, polyelectrolyte, and their composition.Such tensio-active agent can be used as emulsifying agent, dispersion agent, solubilizing agent, wetting agent, penetration enhancer, protective colloid or auxiliary.The example of tensio-active agent lists in McCutcheon ' s, 1st volume: Emulsifiers & Detergents, McCutcheon ' s Directories, Glen Rock, USA, in 2008 (International Ed. or North American Ed.).
Suitable anion surfactant is sulfonic acid, sulfuric acid, phosphoric acid, the basic metal of carboxylic acid, alkaline-earth metal or ammonium salt and their composition.The example of sulfonate is the sulfonate of the sulfonate of the sulfonate of alkylaryl sulphonate, diphenyl sulfonate, sulfonated α-olefin, Sulfite lignin, lipid acid and oil, the sulfonate of ethoxylated alkylphenol, the sulfonate of alkoxylate aryl phenol, the sulfonate of condensation naphthalene, dodecyl-and tridecyl benzene, naphthalene and alkylnaphthalene, sulfosuccinate or sulphosuccinamate.The example of vitriol is the vitriol of the vitriol of lipid acid and oil, the vitriol of ethoxylated alkylphenol, the vitriol of alcohol, the vitriol of ethoxylated alcohol or fatty acid ester.Phosphatic example is phosphate ester.The example of carboxylate salt is alkyl carboxylate and carboxylation alcohol or alkylphenol ethoxylate.
Suitable nonionogenic tenside is alcoxylates, the fatty acid amide that N-replaces, amine oxide, ester class, glycosyl surfactant active, polymeric surfactant and composition thereof.The example of alcoxylates is such as by the compound of the oxyalkylated alcohol of 1-50 equivalent, alkylphenol, amine, acid amides, aryl phenol, lipid acid or fatty acid ester.Ethylene oxide and/or propylene oxide can be used for alkoxylate, preferential oxidation ethene.The example of the fatty acid amide that N-replaces is fatty acid glucamides or Marlamid.The example of ester class is fatty acid ester, glyceryl ester or monoglyceride.The example of glycosyl surfactant active is anhydro sorbitol, ethoxylated sorbitan, sucrose and glucose ester or alkyl polyglucoside.The example of polymeric surfactant is homopolymer or the multipolymer of vinyl pyrrolidone, vinyl alcohol or vinyl-acetic ester.
Suitable cats product is season type tensio-active agent, such as, have the quaternary ammonium compound of 1 or 2 hydrophobic group, or the salt of long chain primary amines.Suitable amphoterics is alkyl betaine and imidazolines.Suitable block polymer is A-B or the A-B-A type block polymkeric substance of the block comprising polyoxyethylene and polyoxypropylene, or comprises the A-B-C type block polymkeric substance of alkanol, polyoxyethylene and polyoxypropylene.Suitable polyelectrolyte is poly-acid or poly-alkali.The example of poly-acid is polyacrylic an alkali metal salt or poly-sour comb-shaped polymer.The example of poly-alkali is polyvinylamine or polyvinylamine.
Suitable auxiliary itself has insignificant pesticide activity or itself even do not have pesticide activity and improve the compound of Compound I to the biology performance of target compound.Example is tensio-active agent, mineral oil or vegetables oil and other auxiliary agents.Other examples are by Knowles, Adjuvants andadditives, Agrow Reports DS256, T & F Informa UK, and the 2006,5th chapter is listed.
Suitable thickening material is polysaccharide (such as xanthan gum, carboxymethyl cellulose), inorganic clay (organically-modified or unmodified), polycarboxylate and silicate.
Suitable sterilant is that bronopol and isothiazolinone derivatives are as alkyl isothiazole quinoline ketone and BIT.
Suitable frostproofer is ethylene glycol, propylene glycol, urea and glycerine.
Suitable defoamer is polysiloxane, long-chain alcohol and soap.
Suitable tinting material (such as red coloration, blueness or green) is low water solubility pigment and water-soluble dye.Example is inorganic colourant (such as ferric oxide, titanium oxide, Hexacyanoferrate iron) and organic colorant (such as alizarin tinting material, azo colouring agent and phthalocyanine colorant).
Suitable tackifier or tackiness agent are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylic ester, biological wax or synthetic wax and ether of cellulose.
The example of types of compositions and preparation thereof is:
I) water-soluble concentrate (SL, LS)
10-60 % by weight Compound I and 5-15 % by weight wetting agent (such as alcohol alkoxylate) are dissolved in the water and/or water-soluble solvent (such as alcohol) adding to 100 % by weight.Active substance dissolves when dilute with water.
Ii) dispersed enriched material (DC)
5-25 % by weight Compound I and 1-10 % by weight dispersion agent (such as polyvinylpyrrolidone) are dissolved in and add in the organic solvent (such as pimelinketone) of 100 % by weight.Dilute with water obtains dispersion.
Iii) emulsifiable concentrate (EC)
15-70 % by weight Compound I and 5-10 % by weight emulsifying agent (such as calcium dodecylbenzene sulphonate and castor oil ethoxylate) are dissolved in and add in the water-insoluble organic solvents (such as aromatic hydrocarbon) of 100 % by weight.Dilute with water obtains emulsion.
Iv) emulsion (EW, EO, ES)
5-40 % by weight Compound I and 1-10 % by weight emulsifying agent (such as calcium dodecylbenzene sulphonate and castor oil ethoxylate) are dissolved in 20-40 % by weight water-insoluble organic solvents (such as aromatic hydrocarbon).By mulser said composition introduced and to add in the water of 100 % by weight and to make equal phase emulsion.Dilute with water obtains emulsion.
V) suspension (SC, OD, FS)
In the ball mill stirred by 20-60 % by weight Compound I add 2-10 % by weight dispersion agent and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate), 0.1-2 % by weight thickening material (such as xanthan gum) and add to 100 % by weight pulverizing under water, obtain active substance suspension in small, broken bits.Dilute with water obtains stable active substance suspension.Many 40 % by weight tackiness agents (such as polyvinyl alcohol) are added to for FS type of composition.
Vi) water-dispersible granule and water-soluble granular (WG, SG)
Adding fine grinding 50-80 % by weight Compound I under the dispersion agent and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate) adding to 100 % by weight and be made into water dispersible or water-soluble granular by full scale plant (such as forcing machine, spray tower, fluidized-bed).Dilute with water obtains stable active substance dispersion or solution.
Vii) water dispersible pow-ders and water-soluble powder (WP, SP, WS)
By 50-80 % by weight Compound I add 1-5 % by weight dispersion agent (such as sodium lignosulfonate), 1-3 % by weight wetting agent (such as alcohol ethoxylate) and add to 100 % by weight solid carrier (such as silica gel) under grind in rotor-stator grinding machine.Dilute with water obtains stable active substance dispersion or solution.
Viii) gel (GW, GF)
Stir ball mill in add 3-10 % by weight dispersion agent (such as sodium lignosulfonate), 1-5 % by weight thickening material (such as carboxymethyl cellulose) and add to 100 % by weight the 5-25 % by weight of pulverizing under water Compound I, obtain the delicate suspensions of active substance.Dilute with water obtains stable active substance suspension.
Iv) microemulsion (ME)
5-20 % by weight Compound I added 5-30 % by weight organic solvent blend (such as fatty acid dimethylamides and pimelinketone), 10-25 % by weight surfactant blend (such as alcohol ethoxylate and aryl phenol ethoxylate) and add in the water of 100 % by weight.Said composition is stirred 1 hour, with the thermodynamically stable microemulsion of spontaneous generation.
Iv) microcapsule (CS)
By comprise 5-50 % by weight Compound I, 0-40 % by weight water-insoluble organic solvents (such as aromatic hydrocarbon), 2-15 % by weight acrylic monomer (such as methyl methacrylate, methacrylic acid and two-or triacrylate) oil phase be distributed in the aqueous solution of protective colloid (such as polyvinyl alcohol).The radical polymerization caused by radical initiator causes forming poly-(methyl) acrylate microcapsule.Or will comprise 5-50 % by weight the compounds of this invention I, 0-40 % by weight the oil phase of water-insoluble organic solvents (such as aromatic hydrocarbon) and isocyanate-monomer (such as ditan-4,4 '-vulcabond) be distributed in the aqueous solution of protective colloid (such as polyvinyl alcohol).Add polyamines (such as hexamethylene-diamine) to cause forming polyurea microcapsule.Amount of monomer is 1-10 % by weight.% by weight relates to whole CS composition.
Ix) can dusting powder (DP, DS)
The grinding in small, broken bits of 1-10 % by weight Compound I is fully mixed with the solid carrier (such as kaolin in small, broken bits) adding to 100 % by weight.
X) particle (GR, FG)
By the grinding in small, broken bits of 0.5-30 % by weight Compound I and combine add to 100 % by weight solid carrier (such as silicate).By extruding, spraying dry or fluidized-bed realize granulation.
Xi) ultra low volume liquids (UL)
1-50 % by weight Compound I is dissolved in and adds in the organic solvent (such as aromatic hydrocarbon) of 100 % by weight.
Types of compositions i)-xi) can optionally comprise other auxiliary agents, as 0.1-1 % by weight sterilant, 5-15 % by weight frostproofer, 0.1-1 % by weight defoamer and 0.1-1 % by weight tinting material.
Agrochemical composition comprises 0.01-95 % by weight usually, preferred 0.1-90 % by weight, especially 0.5-75 % by weight active substance.Active substance is with 90-100%, and the purity (according to NMR spectrum) of preferred 95-100% uses.
In order to treatment of plant propagation material, especially seed, usual use seed treatment solution (LS), suspension emulsion (SE), can flow enriched material (FS), and dry-cure is with powder (DS), slurry treatment is with water dispersible pow-ders (WS), water-soluble powder (SS), emulsion (ES), emulsifiable concentrate (EC) and gel (GF).Described composition provides 0.01-60 % by weight, the active material concentration of preferred 0.1-40 % by weight in dilution 2-10 doubly rear preparation in sight.Use can before planting or period carry out.Compound I and composition thereof are respectively at plant propagation material, and the application process especially on seed comprises application process in the seed dressing of reproductive material, dressing, granulation, dusting, immersion and ditch dug with a plow.Preferably by the method for not bringing out sprouting, such as, by seed dressing, granulation, dressing and dusting, Compound I or its composition are applied on plant propagation material respectively.
Time in for plant protection, the amount of application of active substance depends on that the kind of required effect is 0.001-2kg/ha, preferred 0.005-2kg/ha, particularly preferably 0.05-0.9kg/ha, especially 0.1-0.75kg/ha.
At plant propagation material as seed such as by dusting, dressing or soak in the process of seed, usually require that the amount of active substance is 0.1-1000g/100kg, preferred 1-1000g/100kg, more preferably 1-100g/100kg, most preferably 5-100g/100kg plant propagation material (preferred seed).
Time in for the protection of material or stored prod, the amount of application of active substance depends on the kind and required effect of using region.Amount of application conventional in material protection is such as 0.001g-2kg, preferred 0.005g-1kg active substance/cubic meter treated material.
Can add or properly add before being close to use (bucket mixing) various types of oil, wetting agent, auxiliary, fertilizer or trace nutrient and other agricultural chemicals (such as weedicide, sterilant, mycocide, growth regulator, safener, biological pesticide) to active substance or in comprising their composition as pre-composition.These reagent can with 1:100-100:1, and the weight ratio of preferred 1:10-10:1 mixes with the present composition.
Agricultural chemicals generally by its effect by nuisance prevention, anergy, kill or the chemistry that baffles in other respects or biological agent (as virus, bacterium, antiseptic-germicide or sterilizing agent).Objective pests can comprise vandalize, give rise to trouble, spread disease or be the insect of Disease carrier, phytopathogen, weeds, mollusk, birds, Mammals, fish, nematode (roundworm) and microorganism.Term agricultural chemicals also comprise change plant expection growth, bloom or the plant-growth regulator of breeding potential; Cause the defoliant that leaf or other leaves come off from plant, this promotes results usually; Promote biological tissue, as the siccative of undesirable plant tip drying; Activation plant physiology function is to defend the plant activator of some nuisance; Reduce agricultural chemicals to the safener of not wishing herbicide effect of farm crop; And affect plant physiology function to strengthen the plant growth promoter of any other mass parameter of yielding product of plant-growth, biomass, output or farm crop.
Biological pesticide, usually by native organism and/or its metabolite, comprises the growths such as bacterium and other microorganisms, fungi, virus, nematode, protein and concentrates and produce.They are considered to the important component that the nuisance comprehensive regulation (IPM) is planned usually.
Biological pesticide is mainly divided into two classes, i.e. microbial pesticide and biochemical pesticides:
(1) microbial pesticide is made up of (and generally including bacterium and mycetogenetic metabolite) bacterium, fungi or virus.Entomopathogenic nematode is also microbial pesticide by the mankind, although they are cellulous.
Biochemical pesticides is control nuisance or provides other Crop protection purposes defined as follows, but the crude substance to Mammals relative nontoxic.
The present composition is used for predose device, satchel atomizer, spray tank, spraying airplane or irrigation system by user usually.Here by this agrochemical composition water, buffer reagent and/or other auxiliary agents preparation extremely required application concentration, thus obtain namely with spraying fluid or agrochemical composition of the present invention.Per hectare agricultural use district uses 20-2000 liter usually, and preferred 50-400 rises and namely uses spraying fluid.
According to an embodiment; user can oneself in spray tank or any other kind each component for the mixing present composition in the container (such as seed treatment rotary drum, pellet seeds machine, satchel atomizer) used, each several part of each several part of such as packaging kit or binary or ternary composition and properly can add other auxiliary agents.
Work as living microorganism, as being selected from L1), L3) and the L5) agricultural chemicals organized, when forming this packaging kit a part of, must be careful be the vigor that the selection of each component (such as chemical pesticide reagent) and other auxiliary agents and amount should not affect microbial pesticide in the composition mixed by user.Especially for sterilant and solvent, the consistency with corresponding microorganism agricultural chemicals must be considered.
Therefore, one embodiment of the invention are a kind of packaging kit preparing useful pesticide composition, and this packaging kit comprises and a) comprises component 1 defined herein) and the composition of at least one auxiliary agent; And b) comprise component 2 defined herein) and the composition of at least one auxiliary agent; And optionally c) comprise at least one auxiliary agent and another active ingredient 3 optionally defined herein) composition.
Compound I or the composition that comprises them to be mixed with other mycocides with the type of service of mycocide and widens Fungicidally active in many cases and compose or prevent the drug-fast generation of mycocide.In addition, synergistic function is obtained in many cases.
The following agricultural chemicals (such as pesticidal active substance and biological pesticide) that Compound I can therewith use is used for possible combination is described, but does not limit them:
A) respiration inhibitor
The title complex III inhibitor (such as strobilurins class) in-Qo site: nitrile Azoxystrobin (azoxystrobin), fragrant bacterium ester (coumethoxystrobin) of first, SYP-3375 (coumoxystrobin), dimoxystrobin (dimoxystrobin), enostroburin (enestroburin), alkene oxime amine (fenaminstrobin), fenoxystrobin/ fluorine bacterium mite ester (flufenoxystrobin), fluoxastrobin (fluoxastrobin), imines bacterium (kresoxim-methyl), fork phenalgin acid amides (metominostrobin), orysastrobin (orysastrobin), ZEN 90160 (picoxystrobin), Strobilurin (pyraclostrobin), pyrametostrobin, azoles bacterium ester (pyraoxystrobin), oxime bacterium ester (trifloxystrobin), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl acrol aminooxymethyl) phenyl)-2-methoxyimino-N-methylacetamide, pyribencarb, triclopyricarb/chlorodincarb, famoxadone (famoxadone), fenamidone (fenamidone),
The title complex III inhibitor in-Qi site: cyazofamid (cyazofamid), amisulbrom, 2 Methylpropionic acid [(3S, 6S, 7R, 8R)-8-benzyl-3-[(3-acetoxyl group-4-methoxypyridine-2-carbonyl) is amino]-6-methyl-4, 9-dioxo-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base] ester, 2 Methylpropionic acid [(3S, 6S, 7R, 8R)-8-benzyl-3-[[3-acetoxymethoxy-4-methoxypyridine-2-carbonyl] is amino]-6-methyl-4, 9-dioxo-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base] ester, 2 Methylpropionic acid [(3S, 6S, 7R, 8R)-8-benzyl-3-[(3-isobutoxy carbonyl oxygen base-4-methoxypyridine-2-carbonyl) is amino]-6-methyl-4, 9-dioxo-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base] ester, 2 Methylpropionic acid [(3S, 6S, 7R, 8R)-8-benzyl-3-[[3-(1, 3-benzodioxole-5-ylmethoxy)-4-methoxypyridine-2-carbonyl] amino]-6-methyl-4, 9-dioxo-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base] ester, 2 Methylpropionic acid (3S, 6S, 7R, 8R)-3-[[(3-hydroxyl-4-methoxyl group-2-pyridyl) carbonyl] is amino]-6-methyl-4, 9-dioxo-8-(phenyl methyl)-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base ester, 2 Methylpropionic acid (3S, 6S, 7R, 8R)-3-[[(3-hydroxyl-4-methoxyl group-2-pyridyl) carbonyl] is amino]-6-methyl-4, 9-dioxo-8-(phenyl methyl)-1, 5-dioxy ring in the ninth of the ten Heavenly Stems-7-base ester,
-title complex II inhibitor (such as carboxyl acylamide): benodanil (benodanil), benzovindiflupyr, bixafen, boscalid amine (boscalid), carboxin (carboxin), methuroxam (fenfuram), fluorine pyrrole bacterium acid amides (fluopyram), fultolanil (flutolanil), fluorine azoles bacterium acid amides (fluxapyroxad), furan pyrazoles spirit (furametpyr), isofetamid, isopyrazam, third oxygen goes out and embroiders amine (mepronil), oxycarboxin (oxycarboxin), penflufen, pyrrole metsulfovax (penthiopyrad), sedaxane, tecloftalam (tecloftalam), thifluzamide (thifluzamide), N-(4'-trifluoromethylthio biphenyl-2-base)-3-difluoromethyl-1-methyl isophthalic acid H-pyrazole-4-carboxamide, the fluoro-1H-pyrazole-4-carboxamide of N-(2-(1,3,3-trimethyl butyl) phenyl)-1,3-dimethyl-5-, 3-difluoromethyl-1-methyl-N-(1,1,3-trimethylammonium-2,3-indane-4-base) pyrazole-4-carboxamide, 3-Trifluoromethyl-1-methyl-N-(1,1,3-trimethylammonium-2,3-indane-4-base) pyrazole-4-carboxamide, 1,3-dimethyl-N-(1,1,3-trimethylammonium-2,3-indane-4-base) pyrazole-4-carboxamide, 3-Trifluoromethyl-1,5-dimethyl-N-(1,1,3-trimethylammonium-2,3-indane-4-base) pyrazole-4-carboxamide, 1,3,5-trimethylammonium-N-(1,1,3-trimethylammonium-2,3-indane-4-base) pyrazole-4-carboxamide, N-(fluoro-1,1,3-trimethylammonium-2, the 3-indane-4-base of 7-)-1,3-dimethyl pyrazole-4-methane amide, N-[2-(2,4 dichloro benzene base)-2-methoxyl group-1-methylethyl]-3-difluoromethyl-1-methylpyrazole-4-methane amide,
-other respiration inhibitors (such as title complex I, to uncouple agent): difluoro woods (diflumetorim), (5,8-difluoro quinazoline-4-base)-{ 2-[the fluoro-4-of 2-(4-5-flumethiazine-2-base oxygen base) phenyl] ethyl } amine; Nitrophenyl derivative: Niagara 9044 (binapacryl), dinobuton (dinobuton), dinocap (dinocap), fluazinam (fluazinam); Ferimzone (ferimzone); Organometallic compound: triphenyltin salt, such as fentinacetate (fentin-acetate), Fentin chloride (fentin chloride) or fentin hydroxide (fentin hydroxide); Ametoctradin and Silthiopham (silthiofam);
B) sterol biosynthesis inhibitor (SBI mycocide)
-C14 demethylase inhibitors (DMI mycocide): triazole species: penta ring azoles (azaconazole), Bitertanol (bitertanol), bromuconazole (bromuconazole), cyproconazole (cyproconazole), ether azoles (difenoconazole), olefin conversion (diniconazole), olefin conversion M (diniconazole-M), oxole bacterium (epoxiconazole), RH-7592 (fenbuconazole), Fluquinconazole (fluquinconazole), fluzilazol (flusilazole), flutriafol (flutriafol), own azoles alcohol (hexaconazole), acid amides azoles (imibenconazole), cycltebuconazole (ipconazole), ring penta azoles bacterium (metconazole), nitrile bacterium azoles (myclobutanil), oxpoconazole, paclobutrazol (paclobutrazole), Topaze (penconazole), Wocosin 50TK (propiconazole), prothioconazoles (prothioconazole), simeconazoles (simeconazole), tebuconazole (tebuconazole), fluorine ether azoles (tetraconazole), triazolone (triadimefon), Triabimeno I (triadimenol), triticonazole (triticonazole), uniconazole (uniconazole), 1-[rel-(2S, 3R)-3-(2-chloro-phenyl-)-2-(2,4 difluorobenzene base) oxiranylmethyl radical]-5-thiocyano-1H-[1,2,4] triazole, 2-[rel-(2S, 3R)-3-(2-chloro-phenyl-)-2-(2,4 difluorobenzene base) oxiranylmethyl radical]-2H-[1,2,4] triazole-3-mercaptan, 2-[the chloro-4-of 2-(4-chlorophenoxy) phenyl]-1-(1, 2, 4-triazol-1-yl) penta-2-alcohol, 1-[4-(4-chlorophenoxy)-2-trifluoromethyl]-1-cyclopropyl-2-(1, 2, 4-triazol-1-yl) ethanol, 2-[4-(4-chlorophenoxy)-2-trifluoromethyl]-1-(1, 2, 4-triazol-1-yl) fourth-2-alcohol, 2-[the chloro-4-of 2-(4-chlorophenoxy) phenyl]-1-(1, 2, 4-triazol-1-yl) fourth-2-alcohol, 2-[4-(4-chlorophenoxy)-2-trifluoromethyl]-3-methyl isophthalic acid-(1, 2, 4-triazol-1-yl) fourth-2-alcohol, 2-[4-(4-chlorophenoxy)-2-trifluoromethyl]-1-(1, 2, 4-triazol-1-yl) propan-2-ol, 2-[the chloro-4-of 2-(4-chlorophenoxy) phenyl]-3-methyl isophthalic acid-(1, 2, 4-triazol-1-yl) fourth-2-alcohol, 2-[4-(4-chlorophenoxy)-2-trifluoromethyl]-1-(1, 2, 4-triazol-1-yl) penta-2-alcohol, 2-[4-(4-fluorophenoxy)-2-trifluoromethyl]-1-(1, 2, 4-triazol-1-yl) propan-2-ol, imidazoles: imazalil (imazalil), pefurazoate (pefurazoate), Prochloraz (prochloraz), fluorine bacterium azoles (triflumizol), miazines, pyridines and piperazines: fenarimol (fenarimol), nuarimol (nuarimol), pyrifenox (pyrifenox), triforine (triforine), [3-(4-chloro-2-fluorophenyl)-5-(2,4 difluorobenzene base) is different azoles-4-base]-(3-pyridyl) methyl alcohol,
-δ 14-reductase inhibitor: 4-dodecyl-2,6-thebaine (aldimorph), dodemorfe (dodemorph), dodemorfe acetic ester (dodemorph-acetate), fenpropimorph (fenpropimorph), tridemorph (tridemorph), fenpropidin (fenpropidin), pipron (piperalin), spiral shell luxuriant amine (spiroxamine);
-chlC4 inhibitor: fenhexamid (fenhexamid);
C) nucleic acid synthetic inhibitor
-phenylamide or acyl amino acids mycocide: M 9834 (benalaxyl), smart M 9834 (benalaxyl-M), kiralaxyl, metaxanin (metalaxyl), Metalaxyl-M (metalaxyl-M) (mefenoxam), fenfuram (ofurace), frost spirit (oxadixyl);
-other: hymexazol (hymexazole), different thiophene bacterium ketone (octhilinone), oxolinic acid (oxolinic acid), sulphur phonetic bacterium spirit (bupirimate), 5-flurocytosine, the fluoro-2-of 5-(p-methylphenyl methoxyl group) pyrimidine-4-amine, the fluoro-2-of 5-(4-fluorophenylmethoxy) pyrimidine-4-amine;
D) cell fission and cytoskeleton inhibitor
-Antitubulin, as benzimidazoles, thiophanate class (thiophanate): F-1991 (benomyl), derosal (carbendazim), fuberidazole (fuberidazole), Apl-Luster (thiabendazole), thiophanate methyl (thiophanate-methyl); The chloro-7-of triazolo pyrimidine class: 5-(4-methyl piperidine-1-base)-6-(2,4,6-trifluorophenyl)-[1,2,4] triazolo [1,5-a] pyrimidine;
-other cell division inhibitors: the mould prestige of second (diethofencarb), Guardian (ethaboxam), pencycuron (pencycuron), fluopicolide (fluopicolide), zoxamide (zoxamide), metrafenone (metrafenone), pyriofenone;
E) amino acid and protein synthetic inhibitor
-methionine(Met) synthetic inhibitor (anilino-pyrimidine): ring third pyrimidine (cyprodinil), mepanipyrim (mepanipyrim), pyrimethanil (pyrimethanil);
-protein synthesis inhibitor: miewensu (blasticidin-S), spring thunder element (kasugamycin), hydration spring thunder element (kasugamycin hydrochloride-hydrate), midolthromycin (mildiomycin), Streptomycin sulphate (streptomycin), terramycin (oxytetracyclin), Polyoxin (polyoxine), jingganmycin (validamycin A);
F) signal transduction inhibitor
-MAP/ Protein histidine kinase inhibitor: fluorine bacterium peace (fluoroimid), isopropyl fixed (iprodione), sterilization profit (procymidone), vinclozolin (vinclozolin), fenpiclonil (fenpiclonil), fluorine bacterium (fludioxonil);
-G-protein inhibitor: quinoxyfen (quinoxyfen);
G) lipoid and film synthetic inhibitor
-phosphatide biosynthesis inhibitor: Hinosan (edifenphos), iprobenfos (iprobenfos), pyrazophos (pyrazophos), isoprothiolane (isoprothiolane);
-lipid peroxidized: dicloran (dicloran), quintozene (quintozene), tecnazene (tecnazene), tolclofosmethyl (tolclofos-methyl), biphenyl, chloroneb (chloroneb), Truban (etridiazole);
The biosynthesizing of-phosphatide and cell walls deposition: dimethomorph (dimethomorph), flumorph (flumorph), mandipropamid (mandipropamid), pyrimorph (pyrimorph), benzene metsulfovax (benthiavalicarb), iprovalicarb (iprovalicarb), valifenalate and N-(1-(1-(4-cyano-phenyl) ethylsulfonyl) fourth-2-base) carboxylamine 4-fluorophenyl ester;
-affect compound and the lipid acid of cell membrane permeability: hundred dimension spirit (propamocarb), propamocarbs (propamocarb-hydrochlorid);
-inhibitors of fatty acid amide hydrolase: [[[5-(2,6-difluorophenyl)-4,5-dihydro-3-are different for 4-for 4-for oxathiapiprolin, 1- azoles base]-2-thiazolyl]-piperidino]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] ethyl ketone, methylsulfonic acid 2-{3-[2-(1-{ [3; two (the difluoromethyl)-1H-pyrazol-1-yl of 5-] ethanoyl } piperidin-4-yl)-1; 3-thiazole-4-yl]-4; 5-dihydro-1,2- azoles-5-base } phenylester, methylsulfonic acid 2-{3-[2-(1-{ [3,5-two (difluoromethyl)-1H-pyrazol-1-yl] ethanoyl } piperidin-4-yl)-1,3-thiazoles-4-base]-4,5-dihydros-1,2- azoles-5-base }-3-chloro-phenyl-ester;
H) there is the inhibitor of multidigit point effect
-inorganic active material: Bordeaux mixture (Bordeaux composition), neutralized verdigris, copper hydroxide, Cupravit (copper oxychloride), Basic Chrome Sulphate, sulphur;
-sulfo--and dithiocarbamate: Karbam Black (ferbam), zinc manganese ethylenebisdithiocarbamate (mancozeb), maneb (maneb), metamsodium (metam), Carbatene (metiram), propineb (propineb), thiram (thiram), zineb (zineb), ziram (ziram);
-organochlorine compound (such as phthalic imidine class, sulfonyl amine, chloro nitrile): anilazine (anilazine), m-tetrachlorophthalodinitrile (chlorothalonil), Difolatan (captafol), Vancide 89 (captan), Phaltan (folpet), Pecudin (dichlofluanid), dichlorophen (dichlorophen), Perchlorobenzene (hexachlorobenzene), Pentachlorophenol (pentachlorphenole) and salt thereof, phthalide (phthalide), tolylfluanid (tolylfluanid), N-(the chloro-2-nitrophenyl of 4-)-N-ethyl-4-methyl benzenesulfonamide,
-guanidine class and other: guanidine, dodine (dodine), dodine free alkali, Guanoctine (guazatine), iminoctadine (guazatine-acetate), biguanide spicy acid salt (iminoctadine), iminoctadine triacetate (iminoctadine-triacetate), two eight guanidinesalts (iminoctadine-tris (albesilate)), Delan (dithianon), 2,6-dimethyl-1H, 5H-[1,4] dithiadiene also [2,3-c:5,6-c'] join pyrroles-1,3,5,7 (2H, 6H)-tetraketone;
I) Cell wall synthesis inhibitor
-dextran synthetic inhibitor: jingganmycin (validamycin), Polyoxin (polyoxin B);
-melanin genesis inhibitor: pyroquilon (pyroquilon), tricyclazole (tricyclazole), carpropamide (carpropamid), two chlorine zarilamid (dicyclomet), zarilamid (fenoxanil);
J) plant defense inducer
-thiadiazoles element (acibenzolar-S-methyl), thiabendazole (probenazole), isotianil (isotianil), tiadinil (tiadinil), Prohexadione calcium (prohexadione-calcium); Phosphonic acid ester: fosetyl (fosetyl), phosethyl Al (fosetyl-aluminum), phosphorous acid and salt thereof;
K) unknown role pattern
-bronopol (bronopol), to go out mite grasshopper (chinomethionat), cyflufenamid (cyflufenamid), cymoxanil (cymoxanil), dazomet (dazomet), debacarb (debacarb), diclomezine (diclomezine), difenzoquat (difenzoquat), difenzoquat methylsulfuric acid ester (difenzoquat-methylsulfate), pentanoic, amine benzene pyrrole bacterium ketone (fenpyrazamine), fluorine biphenyl bacterium (flumetover), flusulfamide (flusulfamide), flutianil, methasulfocarb (methasulfocarb), N-Serve (nitrapyrin), isopropyl disappears (nitrothal-isopropyl), oxathiapiprolin, tolprocarb, oxinecopper (oxin-copper), third oxygen quinoline (proquinazid), tebufloquin, tecloftalam, azoles bacterium piperazine (triazoxide), 2-butoxy-6-iodo-3-propyl group chromene-4-ketone, 2-[two (the difluoromethyl)-1H-pyrazol-1-yl of 3,5-]-1-[4-(4-{5-[2-(the third-2-alkynes-1-base oxygen base) phenyl]-4,5-dihydros-1,2- azoles-3-base }-1,3-thiazol-2-yl) piperidin-1-yl] ethyl ketone, 2-[3, two (the difluoromethyl)-1H-pyrazol-1-yl of 5-]-1-[4-(4-{5-[the fluoro-6-of 2-(the third-2-alkynes-1-base oxygen base) phenyl]-4,5-dihydros-1,2- azoles-3-base }-1,3-thiazol-2-yl) piperidin-1-yl] ethyl ketone, 2-[3, two (the difluoromethyl)-1H-pyrazol-1-yl of 5-]-1-[4-(4-{5-[the chloro-6-of 2-(the third-2-alkynes-1-base oxygen base) phenyl]-4,5-dihydros-1,2- azoles-3-base }-1, 3-thiazol-2-yl) piperidin-1-yl] ethyl ketone, N-(cyclopropyl-methoxy imino--(6-difluoro-methoxy-2, 3-difluorophenyl) methyl)-2-phenyl-acetamides, N'-(4-(the chloro-3-4-trifluoromethylphenopendant of 4-)-2, 5-3,5-dimethylphenyl)-N-ethyl-N-methyl carbonamidine, N'-(4-(the fluoro-3-4-trifluoromethylphenopendant of 4-)-2, 5-3,5-dimethylphenyl)-N-ethyl-N-methyl carbonamidine, N'-(2-methyl-5-trifluoromethyl-4-(3-TMS propoxy-) phenyl)-N-ethyl-N-methyl carbonamidine, N'-(5-difluoromethyl-2-methyl-4-(3-TMS propoxy-) phenyl)-N-ethyl-N-methyl carbonamidine, the methoxyacetic acid 6-tertiary butyl-8-fluoro-2, 3-dimethyl quinoline-4-base ester, 3-[5-(4-aminomethyl phenyl)-2, 3-dimethyl is different azoles alkane-3-base] pyridine, [5-(4-chloro-phenyl-)-2,3-dimethyl are different for 3- azoles alkane-3-base] pyridine (SYP-Zo48 (pyrisoxazole)), N-(6-methoxypyridine-3-base) cyclopropane carboxamide, the chloro-1-(4 of 5-, 6-dimethoxypyridin-2-base)-2-methyl isophthalic acid H-benzoglyoxaline, [4-(3,4-Dimethoxyphenyl) is different for 2-(4-chloro-phenyl-)-N- azoles-5-base]-2-Propargyl oxygen yl acetamide, (Z)-3-amino-2-cyano group-3-Cinnamic Acid ethyl ester, picarbutrazox, N-[6-[[(Z)-[(1-methyl tetrazolium-5-base) phenylmethylene] is amino] oxygen ylmethyl]-2-pyridyl] carboxylamine amyl group ester, 2-[2-[(7, 8-bis-fluoro-2-methyl-3-quinolin base) oxygen base]-6-fluorophenyl] propan-2-ol, 2-[the fluoro-6-of 2-[(8-fluoro-2-methyl-3-quinolin base) oxygen base] phenyl] propan-2-ol, 3-(5-fluoro-3, 3, 4, 4-tetramethyl--3, 4-dihydro-isoquinoline-1-base) quinoline, 3-(4, 4-bis-fluoro-3, 3-dimethyl-3, 4-dihydro-isoquinoline-1-base) quinoline, 3-(4, 4, 5-tri-fluoro-3, 3-dimethyl-3, 4-dihydro-isoquinoline-1-base) quinoline,
L) biological pesticide
L1) there is fungicidal, kill bacterium, kill the virus and/or the microbial pesticide of plant defense activator activity: the parasitic spore (Ampelomyces quisqualis) of white powder, flavus (Aspergillus flavus), Aureobasidium pullulans (Aureobasidium pullulans), bacillus amyloliquefaciens (Bacillusamyloliquefaciens), Mo Haiwei genus bacillus (B.mojavensis), bacillus pumilus (B.pumilus), simple genus bacillus (B.simplex), solonchak genus bacillus (B.solisalsi), subtilis (B.subtilis), separate starch Bacillus subtilis var (B.subtilis var.amyloliquefaciens), olive candiyeast (Candida oleophila), antagonism yeast (C.saitoana), Tomato Caused by Clavibacter michiganensis subsp. michiganensis (Clavibacter michiganensis) (phage), shield shell mould (Coniothyrium minitans), Cryphonectria parasitica (Cryphonectriaparasitica), cryptococcus albidus (Cryptococcus albidus), Dilophosphoraalopecuri, point sickle spore (Fusarium oxysporum), Clonostachys rosea f.catenulate (gluing broom bacterium (Gliocladium catenulatum) also referred to as chain spore), Gliocladium roseum (Gliocladium roseum), the molten bacillus of microbiotic (Lysobacter antibioticus), produce mould molten bacillus (L.enzymogenes), the strange yeast of drupe plum (Metschnikowia fructicola), Microdochium dimerum, small spherical shell spore (Microsphaeropsis ochracea), white aerogenesis mould (Muscodor albus), Paenibacillus polymyxa (Paenibacillus polymyxa), pantoea agglomerans (Pantoea vagans), large photovoltaicing leather bacteria (Phlebiopsis gigantea), Rhodopseudomonas (Pseudomonas sp.), Pseudomonas chloraphis, Pseudozyma flocculosa, Pichia anomala (Pichia anomala), pythium oligandrum (Pythium oligandrum), Sphaerodes mycoparasitica, streptomyces griseoviridus (Streptomyces griseoviridis), streptomyces lydicus (S.lydicus), Streptomyces violaceoniger (S.violaceusniger), Tarlaromyces flavus (Talaromyces flavus), trichoderma asperellum (Trichoderma asperellum), Trichoderma atroviride (T.atroviride), T.fertile, this wood of lid nurse mould (T.gamsii), T.harmatum, trichoderma harziarum (T.harzianum), the mixture of trichoderma harziarum (T.harzianum) and viride (T.viride), the mixture of porous wood mould (T.polysporum) and trichoderma harziarum (T.harzianum), hook wood mould (T.stromaticum), green trichoderma (T.virens) (also referred to as G virens (Gliocladiumvirens)), the graceful thin base lattice spore (Ulocladium oudemansii) of viride (T.viride), Typhula phacorrhiza, Order, verticillium dahliae (Verticillium dahlia), little zucchini yellow mosaic virus (avirulent strains),
L2) there is fungicidal, kill bacterium, kill the virus and/or the biochemical pesticides of plant defense activator activity: chitosan (hydrolysate), Harpin albumen, laminarin (laminarin), menhaden fish oil, tennecetin, plumpox virus coat protein, saleratus or sodium, Reynoutriasachlinensis extract, Whitfield's ointment, tea tree oil;
L3) there is desinsection, kill mite, kill the microbial pesticide of spiral shell and/or eelworm-killing activity: agrobacterium radiobacter (Agrobacterium radiobacter), bacillus cereus (Bacillus cereus), bacillus firmus (B.firmus), bacillus thuringiensis (B.thuringiensis), Bacillus thuringiensis subsp.aizawai (B.thuringiensis ssp.aizawai), bacillus thuringiensis subsp israelensis (B.t.ssp.israelensis), bacillus thuringiensis galleria mellonella waxmoth subspecies (B.t.ssp.galleriae), bacillus thuringiensis Kurstaki (B.t.ssp.kurstaki), bacillus thuringiensis intends walking first subspecies (B.t.ssp.tenebrionis), beauveria bassiana (Beauveria bassiana), muscardine (B.brongniartii), bulkholderia cepasea (Burkholderia sp.), Chromobacterium subtsugae, carpocapsa pomonella granulosis virus (Cydia pomonellagranulosis virus), pseudo-carpocapsa pomonella granulosis virus (Cryptophlebia leucotretagranulovirus) (CrleGV), rose dark brown Isaria (Isaria fumosorosea), Heterorhabditis bacteriophora-NJ (Heterorhabditis bacteriophora), Lecanicillium longisporum, L.muscarium (being once called as Verticillium lecanii (Verticillium lecanii)), Metarhizium anisopliae (Metarhizium anisopliae), Metarhizium anisopliae locust mutation (M.anisopliae var.acridum), Nomuraea rileyi (Nomuraea rileyi), paecilomyces fumosoroseus (Paecilomycesfumosoroseus), paecilomyces lilacinus (P.lilacinus), Japanese beetle series bacillus (Paenibacillus popilliae), Pasteurella (Pasteuria spp.), intend Si Zhawa pasteurellosis bacillus (P.nishizawae), puncture pasteurella (P.penetrans), P.ramose, P.reneformis, P.thornea, P.usgae, Pseudomonas fluorescens (Pseudomonasfluorescens), Si Shi Little space (Steinernema carpocapsae), Si Shi noctuid nematode (S.feltiae), sawfly nematode (S.kraussei),
L4) there is desinsection, kill mite, kill spiral shell, the biochemical pesticides of pheromone and/or eelworm-killing activity: L-Karvon, citral, acetic acid (E, Z)-7,9-12 carbon diene-1-base ester, ethyl formate, (E, Z)-stillingic acid ethyl ester (pear ester), (Z, Z, E)-7,11,13-16 carbon three olefine aldehydr, butyric acid heptyl ester, Isopropyl myristate, a thousand li acid lavender ester, LINL-OX, 2-methyl-1-butene alcohol, methyl eugenol, methyl jasmonate, (E, Z)-2,13-18 carbon diene-1-alcohol, (E, Z)-2,13-18 carbon diene-1-alcohol acetic ester, (E, Z)-3,13-18 carbon diene-1-alcohol, R-1-octene-3-alcohol, Pentatermanone, potassium silicate, Sorbitol Powder octanoate, acetic acid (E, Z, Z)-3,8,11-14 carbon trialkenyl ester, acetic acid (Z, E)-9,12-14 carbon diene-1-base ester, Z-7-tetradecene-2-ketone, acetic acid Z-9-tetradecene-1-base ester, Z-11-fulure, Z-11-tetradecene-1-alcohol, Acacia (Acacia negra) extract, grapefruit seed and pulp extract, Chenopodiumambrosiodae extract, Catnip oil, Vepacide-Tech, Quillaia saponaria (Quillay) extract, tagetes oil,
L5) there is plant stress reduce, plant-growth regulator, the microbial pesticide of plant-growth promotion and/or output increased activity: agalasisa azospirillum (Azospirillum amazonense), Brasil diazotrophic spirillum (A.brasilense), raw fat azospirillum (A.lipoferum), Irakense (A.irakense), high salt azospirillum (A.halopraeferens), Bradyrhizobium (Bradyrhizobium sp.), Erichsen is raw root nodule bacterium (B.elkanii) slowly, the slow raw root nodule bacterium (B.japonicum) of Japan, Liaoning is raw root nodule bacterium (B.liaoningense) slowly, late feathering fan beans root nodule bacterium (B.lupini), acide eating Darfot bacteria (Delftia acidovorans), bush mycorrhizal fungi (Glomusintraradices), middle raw rhizobium (Mesorhizobium sp.), bacillus alvei (Paenibacillus alvei), than Lay mould (Penicillium bilaiae), rhizobium leguminosarum Kidney bean biotype (Rhizobium leguminosarum bv.phaseoli) RG-B10 (L.5.54), rhizobium leguminosarum trifolium biotype (R.l.bv.trifolii) RP113-7 (L.5.55), R.l.trifolii, R.l.bv.viciae, R.tropici, Sinorhizobium meliloti,
L6) there is plant stress reduce, plant-growth regulator and/or plant biomass carry highly active biochemical pesticides: dormin (abscisic acid), pure aluminium silicate (kaolin), 3-decen-2-one, neochanin, isoflavones element, Hesperitin, high rape plain lactone (homobrassinlide), humic acid esters, jasmonic or its salt or derivative, lysophosphatidyl ethanolamine, naringenin, polymeric polyhydroxy acid, bladder wrack (Ascophyllum nodosum (Norway marine alga (Norwegian kelp), brown alga)) extract and brown seaweed (Ecklonia maxima (marine alga)) extract,
M) growth regulator
Dormin (abscisic acid), first alachlor (amidochlor), ancymidol (ancymidol), 6-benzylaminopurine, brassinolide (brassinolide), dibutalin (butralin), chlormequat (chlormequat) (Chlormequat (chlormequat chloride)), Lipotril (choline chloride), cyclanilide (cyclanilide), daminozide (daminozide), dikegulac (dikegulac), dimethipin (dimethipin), 2,6-lutidine (2,6-dimethylpuridine), ethrel (ethephon), flumetralim (flumetralin), flurprimidol (flurprimidol), reach careless fluorine (fluthiacet), forchlorfenuron (forchlorfenuron), gibberic acid (gibberellic acid), inabenfide (inabenfide), indole-3-acetic acid, maleic hydrazide (maleichydrazide), fluorine grass sulphur (mefluidide), help strong element (mepiquat) (chlorination helps strong element (mepiquat chloride)), naphthylacetic acid, N-6-benzyladenine, paclobutrazol, adjust naphthenic acid (prohexadione) (Prohexadione calcium), jasmonic inductor (prohydrojasmon), match diazole element (thidiazuron), triapenthenol (triapenthenol), trithio tributyl phosphate, 2,3,5 triiodobenzoic acid, TrinexAN_SNacethyl (trinexapac-ethyl) and uniconazole,
N) weedicide
-ethanamide: acetochlor (acetochlor), alachlor (alachlor), Butachlor technical 92 (butachlor), ethachlor (dimethachlor), P DimethenamidP (dimethenamid), flufenacet (flufenacet), mefenacet (mefenacet), metolachlor (metolachlor), metazachlor (metazachlor), R-7465 (napropamide), naproanilide (naproanilide), pethoxamid (pethoxamid), third careless amine (pretilachlor), propachlor (propachlor), thiophene ether grass amine (thenylchlor),
-amino acid derivative: bilanafos (bilanafos), glyphosate (glyphosate), careless ammonium phosphine (glufosinate), sulphosate (sulfosate);
-aryloxyphenoxypropionate class: clodinafop-propargyl (clodinafop), cyhalofop-butyl (cyhalofop-butyl), azoles diclofop-methyl (fenoxaprop), fluazifop (fluazifop), haloxyfop (haloxyfop), metamifop (metamifop), propaquizafop (propaquizafop), quizalofop (quizalofop), quizalofopPethyl (tetrahydro furfuryl ester) (quizalofop-p-tefuryl);
-bipyridyliums: diquat (diquat), paraquat positively charged ion (paraquat);
-(sulfo-) amino formate: asulam (asulam), butylate (butylate), carbetamide (carbetamide), different phenmedipham (desmedipham), dimepiperate (dimepiperate), Eptam (eptam) (EPTC), esprocarb (esprocarb), Hydram (molinate), orbencarb (orbencarb), phenmedipham (phenmedipham), prosulfocarb (prosulfocarb), pyributicarb (pyributicarb), thiobencarb (thiobencarb), tri_allate (triallate),
-cyclohexyl diketone: fourth oxygen cyclic ketones (butroxydim), clethodim (clethodim), cycloxydim (cycloxydim), clefoxidim (profoxydim), sethoxydim (sethoxydim), quinone oximes grass (tepraloxydim), tralkoxydim (tralkoxydim);
-dinitroaniline: benfluralin (benfluralin), fourth fluchloralin (ethalfluralin), oryzalin (oryzalin), pendimethalin (pendimethalin), prodiamine (prodiamine), trifluralin (trifluralin);
-diphenylether: acifluorfen (acifluorfen), aclonifen (aclonifen), bifenox (bifenox), chloroformate grass (diclofop), ethoxyfenethyl (ethoxyfen), Fomesafen (fomesafen), lactofen (lactofen), oxyfluorfen (oxyfluorfen);
-hydroxy benzonitrile class: bromoxynil (bromoxynil), Niagara 5006 (dichlobenil), ioxynil (ioxynil);
-imidazolone type: miaow grass ester (imazamethabenz), imazamox (imazamox), imazapic (imazapic), Arsenal (imazapyr), Scepter (imazaquin), Imazethapyr (imazethapyr);
-phenoxy acetic acids: clomeprop (clomeprop), 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, 2,4-drips propionic acid (dichlorprop), MCPA, 2 first 4 chloroethenes thioesters (MCPA-thioethyl), MCPB, Vi par (mecoprop);
-Pyrazine: pyrazon (chloridazon), flufenpyrethyl (flufenpyr-ethyl), reach careless fluorine, monometflurazone (norflurazon), reach grass only (pyridate);
-pyridines: Dorema ammoniacum pyridine (aminopyralid), morpholine acid dichloride picoline (clopyralid), diflufenican (diflufenican), dithiopyr (dithiopyr), fluorine grass are with (fluridone), fluroxypyr (fluroxypyr), picloram (picloram), fluorine pyrrole acyl grass amine (picolinafen), thiophene halozydine (thiazopyr);
-sulfonylurea: sulphur ammonia Huang grand (amidosulfuron), tetrazolium Huang grand (azimsulfuron), benzyl ethyl methyl (bensulfuron), chlorimuron (chlorimuron-ethyl), chlorsulfuron (chlorsulfuron), ether Huang grand (cinosulfuron), ring third yellow grand (cyclosulfamuron), ethoxysulfuron (ethoxysulfuron), pyridine ethyl methyl (flazasulfuron), flucetosulfuron (flucetosulfuron), fluorine pyridine Huang grand (flupyrsulfuron), acid amides sulphur grand (foramsulfuron), pyrrole chlorsulfuron (halosulfuron), pyridine miaow Huang grand (imazosulfuron), iodine sulphur grand (iodosulfuron), mesosulfuronmethyl (mesosulfuron), piperazine pyrazosulfuronmethyl (metazosulfuron), metsulfuron-methyl (metsulfuron-methyl), nicoculsfuron (nicosulfuron), ring third oxygen Huang grand (oxasulfuron), Fluoropyrimidinesulfuron (primisulfuron), fluorine third yellow grand (prosulfuron), pyrazosulfuron (pyrazosulfuron), rimsulfuron (rimsulfuron), ethyl methyl (sulfometuron), lead ethyl xanthate Huang grand (sulfosulfuron), thiophene methyl (thifensulfuron), triasulfuron (triasulfuron), tribenuron-methyl (tribenuron), trifloxysulfuron (trifloxysulfuron), triflusulfuronmethyl (triflusulfuron), tritosulfuron (tritosulfuron), 1-((the chloro-6-propyl imidazole of 2-is [1,2-b] pyridazine-3-base also) alkylsulfonyl)-3-(4,6-dimethoxypyridin-2-base) urea,
-triazines: ametryn (ametryn), atrazine (atrazine), bladex (cyanazine), penta Kusatsu (dimethametryn), ethiozin (ethiozin), six piperazines are with (hexazinone), benzene piperazine grass (metamitron), sencorex (metribuzin), prometryn (prometryn), simazine (simazine), terbuthylazine (terbuthylazine), terbutryn (terbutryn), phenoxy propylamine Tianjin (triaziflam),
-ureas: chlorotoluron (chlorotoluron), vanilla grand (daimuron), Diuron Tech (diuron), fluometuron (fluometuron), isoproturon (isoproturon), methoxydiuron (linuron), methabenzthiazuron (methabenzthiazuron), Metribuzin (tebuthiuron);
-other inhibitor of acetolactate synthetase: bispyribac-sodium (bispyribac-sodium), cloransulammethyl (cloransulam-methyl), the phonetic sulfanilamide (SN) of azoles (diclosulam), florasulam (florasulam), flucarbazonesodium (flucarbazone), fluorine ethofumesate (flumetsulam), azoles grass sulfanilamide (SN) (metosulam), phonetic aniline sulphur grand (ortho-sulfamuron), penoxsuam (penoxsulam), propoxy-carbazone (propoxycarbazone), propyl-ester nitorfen (pyribambenz-propyl), pyribenzoxim (pyribenzoxim), pyriftalid (pyriftalid), oxime pyridine grass (pyriminobac-methyl), pyrimisulfan, phonetic sulphur phenylformic acid (pyrithiobac), pyroxasulfon, pyroxsulam (pyroxsulam),
-other: amicarbazone (amicarbazone), aminotriazole (aminotriazole), anilofos (anilofos), beflubutamid, benazolin (benazolin), bencarbazone, benfluresate, benzofenap (benzofenap), bentazon (bentazone), benzo dicyclo ketone (benzobicyclon), bicyclopyrone, bromacil (bromacil), bromobutide (bromobutide), butafenacil (butafenacil), Glufosinate ammonium (butamifos), amine grass azoles (cafenstrole), fluorine ketazolam grass (carfentrazone), cinidon-ethyl (cinidon-ethyl), chlorthal (chlorthal), cinmethylin (cinmethylin), clomazone (clomazone), cumyluron (cumyluron), cyprosulfamide, dicamba 98 (dicamba), difenzoquat, difluoro pyrrole grand (diflufenzopyr), Drechslera monoceras (Drechslera monoceras), Niagara 5006 (endothal), ethofumesate (ethofumesate), diphenyl (etobenzanid), fenoxasulfone, fentrazamide (fentrazamide), methylarsonic acid (flumiclorac-pentyl), fluorine piperazine ketone (flumioxazin), amine grass azoles (flupoxam), fluorochloridone (fluorochloridone), flurtamone (flurtamone), indanofan (indanofan), isoxaben (isoxaben), different fluorine grass (isoxaflutole), lenacil (lenacil), Stam F-34 (propanil), pronamide (propyzamide), quinclorac (quinclorac), quinmerac (quinmerac), Mesotrione (mesotrione), monomethylarsinic acid (methyl arsonic acid), alanap (naptalam), alkynes third azoles grass (oxadiargyl), oxadiazon (oxadiazon), chlorine piperazine grass (oxaziclomefone), penta azoles grass (pentoxazone), azoles quinoline grass ester (pinoxaden), pyraclonil (pyraclonil), pyrrole grass ether (pyraflufen-ethyl), pyrasulfotole, pyrazoxyfen (pyrazoxyfen), pyrazolate (pyrazolynate), quinoclamine (quinoclamine), benzene flumetsulam (Saflufenacil), sulphur humulone (sulcotrione), sulfentrazone (sulfentrazone), terbacil (terbacil), tefuryltrione, tembotrione, thiencarbazone, topramezone, (3-[the fluoro-5-of the chloro-4-of 2-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidine-1-base) phenoxy group] pyridine-2-base oxygen base) ethyl acetate, the chloro-2-cyclopropyl-pyrimidine of 6-amino-5--4-methyl-formiate, the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy) pyridazine-4-alcohol, the chloro-6-of 4-amino-3-(4-chloro-phenyl-)-5-fluorine pyridine-2-formic acid, the chloro-6-of 4-amino-3-(the chloro-2-of 4-fluoro-3-p-methoxy-phenyl) pyridine-2-methyl-formiate and the chloro-6-of 4-amino-3-(the chloro-3-dimethylamino of 4--2-fluorophenyl) pyridine-2-methyl-formiate.
O) sterilant:
-organic (sulfo-) phosphoric acid ester: Ortho 12420 (acephate), azoles pyridine phosphorus (azamethiphos), R-1582 (azinphos-methyl), Chlorpyrifos 94 (chlorpyrifos), chlorpyrifos_methyl (chlorpyrifos-methyl), Zaprawa enolofos (chlorfenvinphos), diazinon (diazinon), SD-1750 (dichlorvos), Carbicron (dicrotophos), Rogor (dimethoate), thiodemeton (disulfoton), Nialate (ethion), Sumithion (fenitrothion), Tiguvon (fenthion), different azoles phosphorus (isoxathion), Malathion (malathion), acephatemet (methamidophos), methidathion (methidathion), parathion-methyl (methyl-parathion), Phosdrin (mevinphos), monocrotophos (monocrotophos), oxydemeton methyl (oxydemeton-methyl), paraoxon (paraoxon), one six zero five (parathion), Tsidial (phenthoate), Phosalone (phosalone), R-1504 (phosmet), phosphamidon (phosphamidon), phorate (phorate), Volaton (phoxim), pirimiphosmethyl (pirimiphos-methyl), Profenofos (profenofos), Toyodan (prothiofos), demephion demephion_O demephion (sulprophos), tetrachlorvinphos (tetrachlorvinphos), Terbufos (terbufos), triazophos (triazophos), Trichlorphon (trichlorfon),
-amino formate: alanycarb (alanycarb), aldicarb (aldicarb), worm prestige (bendiocarb), benfuracarb (benfuracarb), carbaryl (carbaryl), carbofuran (carbofuran), carbosulfan (carbosulfan), ABG-6215 (fenoxycarb), furathiocarb (furathiocarb), metmercapturon (methiocarb), methomyl (methomyl), thioxamyl (oxamyl), Aphox (pirimicarb), Propoxur (propoxur), thiodicarb (thiodicarb), triaxamate (triazamate),
-pyrethroids: Pynamin (allethrin), bifenthrin (bifenthrin), cyfloxylate (cyfluthrin), (RS) cyhalothrin (cyhalothrin), cyphenothrin (cyphenothrin), Cypermethrin (cypermethrin), alpha cypermethrin (alpha-cypermethrin), Cypermethrin (beta-cypermethrin), own body Cypermethrin (zeta-cypermethrin), Deltamethrin (deltamethrin), esfenvalerate (esfenvalerate), ether chrysanthemum ester (etofenprox), Fenvalerate (fenpropathrin), killing logvalue (fenvalerate), miaow alkynes chrysanthemum ester (imiprothrin), cyhalothrin (lambda-cyhalothrin), permethrin (permethrin), prallethrin (prallethrin), pyrethrin (pyrethrin) I and II, Chryson (resmethrin), deinsectization silicon ether (silafluofen), taufluvalinate (tau-fluvalinate), tefluthrin (tefluthrin), Tetramethrin (tetramethrin), tralomethrin (tralomethrin), transfluthrin (transfluthrin), third Flumethrin (profluthrin), dimefluthrin (dimefluthrin),
-insect growth regulator(IGR): a) chitin synthesis inhibitor: benzoyl area kind: UC 62644 (chlorfluazuron), cyromazine (cyramazin), TH-6040 (diflubenzuron), flucycloxuron (flucycloxuron), flufenoxuron (flufenoxuron), HEXAFLUMURON (hexaflumuron), fluorine third oxygen urea (lufenuron), Rimon (novaluron), Teflubenzuron (teflubenzuron), desinsection grand (triflumuron), Buprofezin (buprofezin), luxuriant ether (diofenolan), hexythiazox (hexythiazox), special benzene azoles (etoxazole), clofentezine (clofentazine), b) moulting hormone antagonist: RH 0345 (halofenozide), Runner (methoxyfenozide), RH-5992 (tebufenozide), Ai Zhading (azadirachtin), c) juvenile hormone analogue: pyriproxyfen (pyriproxyfen), Entocon ZR 515 (methoprene), ABG-6215, d) Lipid biosynthesis inhibitors: spiral shell mite ester (spirodiclofen), Spiromesifen (spiromesifen), spiral shell worm ethyl ester (spirotetramat),
-nicotinic receptor agonists/agonist compounds: clothianidin (clothianidin), MTI-446 (dinotefuran), flupyradifurone, Provado (imidacloprid), Diacloden (thiamethoxam), nitenpyram (nitenpyram), pyrrole worm clear (acetamiprid), thiacloprid (thiacloprid), 1-(2-diuril azoles-5-ylmethyl)-2-nitryl imino-(nitrimino)-3,5-dimethyl-[1,3,5] triazine alkane (triazinane);
-GABA agonist compounds: 5a,6,9,9a-hexahydro-6,9-methano-2,4 (endosulfan), ethiprole (ethiprole), Frontline (fipronil), fluorine pyrazoles worm (vaniliprole), pyrafluprole, pyriprole, 5-amino-1-(the chloro-4-aminomethyl phenyl of 2,6-bis-)-4-sulfinyl aminoacyl (sulfinamoyl)-1H-pyrazoles-3-thioformamide;
-macrolide sterilant: avermectin (abamectin), Affirm (Merck Co.) (emamectin), milbemycin (milbemectin), lepimectin, spinosad (spinosad), ethyl pleocidin (spinetoram);
-Mitochondrial electron transport inhibitors (METI) I miticide: fenazaquin (fenazaquin), pyridaben (pyridaben), tebufenpyrad (tebufenpyrad), Tolfenpyrad (tolfenpyrad), phonetic worm amine (flufenerim);
-METI II and III compound: acequinocyl (acequinocyl), fluacyprim, amdro (hydramethylnon);
-agent of uncoupling: fluorine azoles worm clear (chlorfenapyr);
-oxidative phosphorylation inhibitors: cyhexatin (cyhexatin), kill mite sulphur grand (diafenthiuron), fenbutatin oxide (fenbutatin oxide), propargite (propargite);
-agent interfering compound of casting off a skin: cyromazine (cryomazine);
-mixed-function oxidase inhibitor: Piperonyl Butoxide (piperonyl butoxide);
-sodium channel blockers: diazole worm (indoxacarb), metaflumizone (metaflumizone);
-Ryanicide (ryanodine) acceptor inhibitor: chlorantraniliprole (chlorantraniliprole), cyanogen insect amide (cyantraniliprole), Flubendiamide (flubendiamide), N-[4, the chloro-2-of 6-bis-[(diethyl-λ-4-sulfurous base (sulfanylidene)) formamyl] phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[the chloro-2-of 4-[(diethyl-λ-4-sulfurous base) formamyl]-6-aminomethyl phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[the chloro-2-of 4-[(two-2-propyl group-λ-4-sulfurous bases) formamyl]-6-aminomethyl phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[4, the chloro-2-of 6-bis-[(two-2-propyl group-λ-4-sulfurous bases) formamyl] phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[4, the chloro-2-of 6-bis-[(diethyl-λ-4-sulfurous base) formamyl] phenyl]-2-(3-chloro-2-pyridyl)-5-difluoromethyl pyrazole-3-methane amide, N-[4, the bromo-2-of 6-bis-[(two-2-propyl group-λ-4-sulfurous bases) formamyl] phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[the chloro-2-of 4-[(two-2-propyl group-λ-4-sulfurous bases) formamyl]-6-cyano-phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide, N-[4, the bromo-2-of 6-bis-[(diethyl-λ-4-sulfurous base) formamyl] phenyl]-2-(3-chloro-2-pyridyl)-5-trifluoromethyl pyrazol-3-methane amide,
-other: benclothiaz, Bifenazate (bifenazate), cartap (cartap), flonicamid (flonicamid), pyridalyl (pyridalyl), pymetrozine (pymetrozine), sulphur, thiocyclarn (thiocyclam), cyenopyrafen, pyrrole fluorine sulphur phosphorus (flupyrazofos), cyflumetofen (cyflumetofen), amidoflumet, imicyafos, bistrifluron (bistrifluron) and pyrifluquinazon.
In addition; the present invention relates to and comprise at least one Compound I (component 1) and at least one is such as selected from above-mentioned A)-O) group; especially other mycocides a kind of, such as one or more are selected from A)-K) agrochemical composition of other active substances (component 2) that can be used for plant protection of mycocide of organizing and the composition of a kind of suitable solvent or solid carrier if required.These compositions are interesting especially, because many in them demonstrate more efficient to harmful fungoid under identical rate of application.In addition, be selected from above-mentioned A by Compound I and at least one)-K) the composition for preventing and controlling harmful fungoid of mycocide organized than by independent Compound I or be selected from A)-K) to prevent and treat those fungies more effective for the independent mycocide organized.By Compound I is selected from A with at least one)-O) use together with the active substance organized, can obtain cooperative synergism effect, the effect namely obtained is greater than simply adding of independent effect and (synergy composition).
This can by simultaneously, namely combine (such as mixing thing as bucket) or separate, or administered compound I and other active substances of at least one and obtain successively, wherein select the timed interval between using for each time to guarantee that the active substance of initial application is still present in active position with q.s when using other active substances.Order of administration is unimportant to enforcement of the present invention.
When using the compounds of this invention and agricultural chemicals II successively, the time between administered twice can in such as 2 little changes between 7 days.0.25 is little of 30 days, and preferably 0.5 is little of 14 days, and particularly 1 is little of 7 days or 1.5 little of 5 days, and even more preferably the 2 little more wide regions up to 1 day are also possible.Being selected from L comprising) in the composition of agricultural chemicals II organized or mixture situation, preferably this agricultural chemicals II uses as last process.
According to the present invention, the solid material (dry-matter) of biological pesticide (except the oil of such as Vepacide-Tech, Flower of Aztec Marigold wet goods) is considered to active ingredient (such as at dry or vaporize draw medium or obtain after the liquid adjustments situation low suspension medium of microbial pesticide).
According to the present invention, herein for bio-extract if the weight ratio of Quillaia saponaria extract and percentage ratio are based on the gross weight of the dry content (solid material) of corresponding extract.
Comprise at least one in microorganism cells form-the comprise dormancy form of living-the gross weight of composition of microbial pesticide determine, use following equalities: 1 × 10 than the gross weight that the CFU of corresponding microorganism can be used to measure calculate corresponding active ingredient 9cFU equals 1 gram of corresponding active ingredient gross weight.Colony-forming unit is the microorganism cells of living, the especially tolerance of fungus and bacterium cell.In addition, " CFU " is at (entomopathogenicity) nematode biological pesticide here, as it is also understood that the number into single nematode (larva) when blister beetle nematode (Steinernemafeltiae).
In binary mixture of the present invention and composition, component 1) and component 2) weight ratio usually depend on the performance of active substance used, be generally 1:100-100:1, be usually 1:50-50:1, preferred 1:20-20:1, more preferably 1:10-10:1, even more preferably 1:4-4:1, especially 1:2-2:1.
According to other embodiments of binary mixture and composition, component 1) and component 2) weight ratio be generally 1000:1-1:1, be usually 100:1-1:1, be usually 50:1-1:1, preferred 20:1-1:1, more preferably 10:1-1:1, even more preferably 4:1-1:1, especially 2:1-1:1.
According to other embodiments of binary mixture and composition, component 1) and component 2) weight ratio be generally 1:1-1:1000, be usually 1:1-1:100, be usually 1:1-1:50, preferred 1:1-1:20, more preferably 1:1-1:10, even more preferably 1:1-1:4, especially 1:1-1:2.
At tertiary mixture, namely comprise component 1), component 2) and compound III (component 3) the present composition in, component 1) and component 2) weight ratio usually depend on the performance of active substance used, be generally 1:100-100:1, be usually 1:50-50:1, preferred 1:20-20:1, more preferably 1:10-10:1, especially 1:4-4:1, and component 1) and component 3) weight ratio be generally 1:100-100:1, be usually 1:50-50:1, preferred 1:20-20:1, more preferably 1:10-10:1, especially 1:4-4:1.
If required, any other active ingredient adds component 1 with the ratio of 20:1-1:20) in.
These ratios are also applicable to the inventive mixture used by seed treatment.
Comprising a kind of Compound I (component 1) and another kind of pesticidal active substance (component 2), such as one is selected from A)-K) in the present composition of active substance organized, component 1 depends on the performance of active substance used usually with the weight ratio of component 2, be generally 1:100-100:1, be usually 1:50-50:1, preferred 1:20-20:1, more preferably 1:10-10:1, even more preferably 1:3-3:1.
At ternary composition, namely a kind of Compound I (component 1) and the first other pesticidal active substance (component 2) and other pesticidal active substances of the second (component 3) are comprised, such as two kinds are selected from A)-K) in the present composition of active substance organized, component 1) and component 2) weight ratio usually depend on the performance of active substance used, be generally 1:50-50:1, particularly 1:10-10:1, and the weight ratio of component 1 and component 3 is preferably 1:50-50:1, particularly 1:10-10:1.
Also preferably inclusion compound I (component 1) and at least one are selected from A) group, be particularly selected from nitrile Azoxystrobin, dimoxystrobin, fluoxastrobin, imines bacterium, orysastrobin, ZEN 90160, Strobilurin, oxime bacterium ester, famoxadone, fenamidone, benzovindiflupyr, bixafen, boscalid amine, fluorine pyrrole bacterium acid amides, fluorine azoles bacterium acid amides, isopyrazam, penflufen, pyrrole metsulfovax, sedaxane, ametoctradin, cyazofamid, fluazinam, triphenyltin salt are as the composition of the active substance (component 2) of fentinacetate.
Preferred contained I (component 1) and at least one are selected from B) group, be particularly selected from cyproconazole, ether azoles, oxole bacterium, Fluquinconazole, fluzilazol, flutriafol, ring penta azoles bacterium, nitrile bacterium azoles, Topaze, Wocosin 50TK, prothioconazoles, triazolone, Triabimeno I, tebuconazole, fluorine ether azoles, triticonazole, Prochloraz, fenarimol, triforine, dodemorfe, fenpropimorph, tridemorph, fenpropidin, spiral shell the composition of the active substance (component 2) of luxuriant amine, fenhexamid.
Preferred contained I (component 1) and at least one are selected from C) group, be particularly selected from metaxanin, the composition of the active substance (component 2) of Metalaxyl-M (mefenoxam), fenfuram.
Preferred contained I (component 1) and at least one are selected from D) group, be particularly selected from the composition of active substance (component 2) of F-1991, derosal, thiophanate methyl, Guardian, fluopicolide, zoxamide, metrafenone, pyriofenone.
Also preferably inclusion compound I (component 1) and at least one are selected from E) group, be particularly selected from the composition of active substance (component 2) of ring third pyrimidine, mepanipyrim, pyrimethanil.
Also preferably inclusion compound I (component 1) and at least one are selected from F) group, be particularly selected from isopropyl calmly, fluorine the composition of the active substance (component 2) of bacterium, vinclozolin, quinoxyfen.
Also preferably inclusion compound I (component 1) and at least one are selected from G) group, be particularly selected from the composition of the clever active substance (component 2) of dimethomorph, flumorph, iprovalicarb, benzene metsulfovax, mandipropamid, hundred dimensions.
Also preferably inclusion compound I (component 1) and at least one are selected from H) group, be particularly selected from the composition of active substance (component 2) of neutralized verdigris, copper hydroxide, Cupravit, copper sulfate, sulphur, zinc manganese ethylenebisdithiocarbamate, Carbatene, propineb, thiram, Difolatan, Phaltan, m-tetrachlorophthalodinitrile, Pecudin, Delan.
Also preferably inclusion compound I (component 1) and at least one are selected from I) group, be particularly selected from the composition of the active substance (component 2) of carpropamide and zarilamid.
Also preferably inclusion compound I (component 1) and at least one are selected from J) group, be particularly selected from thiadiazoles element, thiabendazole, tiadinil, fosetyl, phosethyl Al, H 3pO 3and the composition of the active substance of salt (component 2).
Also preferably inclusion compound I (component 1) and at least one are selected from K) group; particularly be selected from cymoxanil, the third oxygen quinoline and N-methyl-2-{1-[(5-methyl-3-Trifluoromethyl-1 H-pyrazol-1-yl) ethanoyl] piperidin-4-yl }-N-[(1R)-1; 2; 3,4-naphthane-1-base] composition of active substance (component 2) of-4-thiazole carboxamides.
Be selected from L) organize biological pesticide, its preparation of agricultural chemicals II and be such as known (e-Pesticide Manual V 5.2 (ISBN 978 1 901,396 850) (2008-2011) to the pesticide activity of harmful fungoid or insect; http:// www.epa.gov/opp00001/biopesticides/, see that product is wherein enumerated; http:// www.omri.org/omri-lists, see enumerating wherein; Bio-PesticidesDatabase BPDB http:// sitem.herts.ac.uk/aeru/bpdb/, see A-Z link wherein).
Be selected from L1) and/or L2) biological pesticide organized also can have desinsection, kill mite, kill spiral shell, the reduction of pheromone, nematicide, plant stress, plant-growth regulator, plant-growth promotion and/or output increased active.Be selected from L3) and/or L4) biological pesticide organized can have fungicidal, kill bacterium, kill the virus, the reduction of plant defense activator, plant stress, plant-growth regulator, plant-growth promotion and/or output increased active.Be selected from L5) and/or L6) biological pesticide organized can have fungicidal, kill bacterium, kill the virus, plant defense activator, desinsection, kill mite, kill spiral shell, pheromone and/or eelworm-killing activity.
Many these biological pesticides are registered and/or are commercially available: alumina silicate (Screen TMDuo, from Certis LLC, USA), agrobacterium radiobacter K1026 is (for example From Australian Becker Underwood Pty Ltd.), agrobacterium radiobacter (A.radiobacter) K84 (Nature 280,697-699,1979; For example From AG Biochem, Inc., C, USA), the parasitic spore M-10 of white powder (for example AQ From German Intrachem BioGmbH & Co.KG), (for example ORKAGOLD, from South Africa Becker Underwood for yellow tang (Norway marine alga, brown alga) extract or filtrate; Or From French LaboratoiresGoemar), 1991 at Georgia by USDA,National Peanut ResearchLaboratory from the aspergillus flavus NRRL 21882 of peanut separation (for example From Syngenta, CH), the mixture of Aureobasidium pullulans DSM14940 and DSM 14941 (for example blastopore, From German bio-ferm GmbH), agalasisa azospirillum BR11140 (SpY2 T) (Proc.9 ThInt.and 1 StLatin American PGPR meeting, Quimara, Medell í n, Colombia 2012,60th page, ISBN 978-958-46-0908-3), Azospirillum brasilense AZ39 (Eur.J.Soil Biol 45 (1), 28-35,2009), Azospirillum brasilense XOH (for example AZOS, from Xtreme Gardening, USA or RTI ReforestationTechnologies International; USA), Azospirillum brasilense BR 11002 (Proc.9 ThInt.and 1 StLatin American PGPR meeting, Quimara, Medell í n, Colombia2012, the 60th page, ISBN 978-958-46-0908-3), Azospirillum brasilense BR 11005 (SP245; For example GELFIX Gram í neas,From Brazilian BASF Agricultural Specialties Ltd.), raw fat azospirillum BR 11646 (Sp31) (Proc.9 ThInt.and 1 StLatin American PGPRmeeting, Quimara, Medell í n, the 2012,60th page of Colombia), bacillus amyloliquefaciens FZB42 is (for example 42, from Berlin, Germany AbiTEP GmbH), bacillus amyloliquefaciens IN937a (J.Microbiol.Biotechnol.17 (2), 280-286,2007; For example From Gustafson LLC, TX, USA), bacillus amyloliquefaciens IT-45 (CNCMI-3800) (for example Rhizocell C, from French ITHEC), bacillus amyloliquefaciens plant subspecies (B.amyloliquefaciens subsp.plantarum) MBI600 (NRRL B-50595 is preserved in United States Department of Agriculture) (for example NG, from Becker Underwood, USA), bacillus cereus CNCM I-1562 (US6,406,690),Bacillus firmus CNCM I-1582 (WO 2009/126473, WO2009/124707, US 6,406,690; From Bayer Crop Science LP, USA), bacillus pumilus GB34 (ATCC 700814; For example From GustafsonLLC, TX, USA), and bacillus pumilus KFP9F (NRRL B-50754) (for example BAC-UP or FUSION-P, from South Africa Becker Underwood), bacillus pumilus QST2808 (NRRL B-30087) is (for example With Plus, from AgraQuest Inc., USA),Bacillus subtilis GB03 (for example Or From Gustafson, Inc., USA; Or From Growth Products, Ltd., White Plains, NY 10603, USA), bacillus subtilis GB07 ( From Gustafson, Inc., USA), bacillus subtilis QST-713 (NRRL B-21661, MAX and ASO, from AgraQuest Inc., USA), (for example separate starch Bacillus subtilis var FZB24 From Novozyme Biologicals, Inc., USA), separate starch Bacillus subtilis var D747 (for example Double Nickel 55, from Certis LLC, USA), bacillus thuringiensis ABTS-1857 is (for example From BioFaAG, M ü nsingen, Germany), bacillus thuringiensis SAN 401I, ABG-6305 and ABG-6346, bacillus thuringiensis subsp israelensis AM65-52 is (for example From Valent BioSciences, IL, USA), bacillus thuringiensis Kurstaki SB4 (NRRLB-50753;For example Beta From South Africa Becker Underwood), be equal to bacillus thuringiensis Kurstaki ABTS-351 (the ATCC SD-1275 of HD-1; For example DF, from Valent BioSciences, IL, USA), bacillus thuringiensis Kurstaki EG 2348 is (for example Or From Italian CBC (Europe) S.r.l.), bacillus thuringiensis is intended walking first subspecies DSM 2803 (EP 0585215B1; Be equal to NRRLB-15939; Mycogen Corp.), bacillus thuringiensis is intended walking first subspecies N B-125 (DSM5526; EP 0 585 215 B1; Also referred to as SAN 418 I or ABG-6479; The bacterial strain of producing for Novo-Nordisk in the past), bacillus thuringiensis is intended the radiation induced High yield Mutant of the γ (DSM 5480 of walking first subspecies N B-176 (or NB-176-1)-bacterial strain NB-125; EP 585215 B1; From Switzerland Valent BioSciences), beauveria bassiana ATCC74040 is (for example From Italian CBC (Europe) S.r.l.), beauveria bassiana DSM12256 (US 200020031495; For example SC, from Colombia Live SytemsTechnology S.A.), beauveria bassiana GHA ( 22WGP, from LaverlamInt.Corp., USA), (No. ARSEF in the USDA of entomopathogenicity fungal cultures ARS preservation is 5339 to beauveria bassiana PPRI 5339; NRRL 50757) (for example From South Africa Becker Underwood),Muscardine (for example From Agrifutur, Agrianello, Italy, for preventing and treating chafer; J.Appl.Microbiol.100 (5), 1063-72,2006), Bradyrhizobium is (for example From BeckerUnderwood, USA), the slow raw rhizobium of Japan are (for example From BeckerUnderwood, USA), olive Candida I-182 (NRRL Y-18846; For example From Ecogen Inc., USA, Phytoparasitica 23 (3), 231-234,1995), olive candida bacterial strain O (NRRL Y-2317; Biological Control 51,403-408,2009),Antagonism yeast (for example (in the mixture with lysozyme) and From Micro FloCompany, USA (BASF SE) and Arysta), chitosan (for example From BotriZen Ltd., NZ), Clonostachys rosea f.catenulata, also referred to as the sticky broom bacterium of chain spore (for example separator J 1446: From Finland Verdera Oy), Chromobacterium subtsugae PRAA4-1 (for example GRANDEVO in Catoctin mountain area, Maryland middle part from the soil separation Chinese hemlock spruce (Tsuga canadensis), from MarroneBio Innovations, USA)The mould CON/M/91-08 of shield shell (for example WG, from German Prophyta), Cryphonectria parasitica (for example Endothia parasitica, from French CNICM), cryptococcus albidus (for example YIELD From South Africa AnchorBio-Technologies), pseudo-carpocapsa pomonella granulosis virus (CrleGV) (for example CRYPTEX, from Switzerland Adermatt Biocontrol), carpocapsa pomonella granulosis virus (CpGV) V03 (DSMGV-0006; For example MADEX Max, from Switzerland Andermatt Biocontrol), CpGVV22 (DSM GV-0014; For example MADEX Twin, from Switzerland Adermatt Biocontrol), acide eating Darfot bacteria RAY209 (ATCC PTA-4249; WO 2003/57861; For example BIOBOOST, from Brett Young, Winnipeg, Canada), Dilophosphoraalopecuri (twists with the fingers fungi, from Australian Becker Underwood), brown seaweed (marine alga) extract (for example KELPAK SL, from South Africa Kelp Products Ltd), formononetin (for example MYCONATE, from Plant Health Care plc, U.K.), sharp sickle spore is (for example From Italian S.I.A.P.A., From French Natural PlantProtection), AMF (for example MYC 4000, from French ITHEC), AMF RTI-801 (for example MYKOS, from Xtreme Gardening, USA or RTIReforestation Technologies International; USA), grapefruit seed and pulp extract (for example BC-1000, from Chilean Chemie S.A.), harpin (alpha-beta) albumen (for example MESSENGER or HARP-N-Tek, from Plant Health Care plc, U.K.; Science257,1-132,1992), Heterorhabditis bacteriophora-NJ is (for example G, from BeckerUnderwood Ltd., UK), rose dark brown Isaria Apopka-97 (ATCC 20874) (PFR-97 TM, from Certis LLC, USA), LINL-OX (US 8,221,736), laminarin (for example VACCIPLANT, from Laboratoires Goemar, St.Malo, France or Switzerland SA),Lecanicillium longisporum KV42 and KV71 (for example From Dutch Koppert BV), L.muscarium KV01 (being once called as Verticillium lecanii) (for example MYCOTAL, from Dutch Koppert BV), antibiotic molten bacillus 13-1 (Biological Control45,288-296,2008), the molten bacillus HS124 of antibiotic (Curr.Microbiol.59 (6), 608-615,2009), produce mould molten bacillus 3.1T8 (Microbiol.Res.158,107-115; Biological Control31 (2), 145-154,2004), Metarhizium anisopliae locust mutation IMI 330189 is (at Niger by Ornithacris cavroisi separation; Also be NRRL 50758) (for example GREEN From South Africa Becker Underwood), Metarhizium anisopliae locust mutation FI-985 (for example GREEN SC, from Australian Becker Underwood Pty Ltd),Metarhizium anisopliae FI-1045 (for example From Australian Becker Underwood Pty Ltd), Metarhizium anisopliae F52 (DSM 3884, ATCC 90448; For example Canada Novozymes Biologicals BioAg Group), Metarhizium anisopliae ICIPE 69 (for example METATHRIPOL, from Kenya Nairobi ICIPE), the strange yeast (NRRLY-30752 of drupe plum; For example From Israel Agrogreen, now distributed by German BayerCropSciences; US 6,994,849), Microdochium dimerum is (for example From French Agrauxine), (ATCC is discarded the apple leaf separation in orchard for 74412,1993 to small spherical shell spore P130A by Quebec, CAN St-Joseph-du-Lac; Mycologia94 (2), 297-301,2002),Initial at white aerogenesis mould QST 20799 (for example development Muscudor of Honduras from cinnamon bark separation TMOr QRD300, from AgraQuest, USA), neem oil is (for example 70EC, from Certis LLC, USA), Nomuraea rileyi strain SA86101, GU87401, SR86151, CG128 and VA9101, paecilomyces fumosoroseus FE 9901 (for example NO FLY TM, from Natural Industries, Inc., USA), paecilomyces lilacinus 251 is (for example From German Prophyta; CropProtection 27,352-361,2008; The line eggs separation from infecting in Philippine at first), paecilomyces lilacinus DSM 15169 is (for example SC, from Colombia Live SystemsTechnology S.A.), paecilomyces lilacinus BCP2 (NRRL 50756; For example PL GOLD, from South Africa Becker Underwood BioAg SA Ltd), bacillus alvei NAS6G6 mixture (NRRL B-50755), pantoea agglomerans (Pantoea vagans (being once called as agglomerans)) C9-1 is (separated by Apple stem tissue in 1994 at first;BlightBan From NuFrams AmericaInc., USA, for preventing and treating fire blast in apple; J.Bacteriol.192 (24) 6486-6487,2010), Pasteurella ATCC PTA-9643 (WO 2010/085795), Pasteurella ATCCSD-5832 (WO 2012/064527), intend Si Zhawa Pasteurella (WO 2010/80169), puncture pasteurella (US 5,248,500), P.ramose (WO 2010/80619), P.thornea (WO2010/80169), P.usgae (WO 2010/80169), than Lay mould (for example Jump From Canadian Novozymes Biologicals BioAg Group, the initial soil separation from southern Alberta; Fertilizer Res.39,97-103,1994), large photovoltaicing leather bacteria is (for example From Finland Verdera Oy), Pichia anomala WRL-076 (NRRL Y-30842; US8,206,972),Saleratus (for example From Switzerland SA), potassium silicate (for example Sil-MATRIX TM, from Certis LLC, USA), Pseudozyma flocculosa PF-A22UL is (for example From Canadian Plant Products Co.Ltd.), pseudomonas DSM 13134 (WO 2001/40441, for example PRORADIX, from Sourcon PadenaGmbH & Co.KG, Hechinger Str.262,72072 T ü bingen, Germany), P.chloraphis MA 342 (for example CERALL or CEDEMON, from BioAgri AB, Uppsala, Sweden), Pseudomonas fluorescens CL 145A (for example ZEQUANOX, from MarroneBioInnovations, Davis, CA, USA; J.Invertebr.Pathol.113 (1): 104-14,2013), pythium oligandrum DV 74 (ATCC 38472;For example From Remeslo SSRO, Biopreparaty, Czech Republic and GOWAN, USA; US2013/0035230), Reynoutria sachlinensis extract (for example SC, from Marrone BioInnovations, Davis, CA, USA), rhizobium leguminosarum Kidney bean bion (for example RHIZO-STICK, from Becker Underwood, USA), R.l.trifolii RP113-7 (for example DORMAL, from Becker Underwood, USA; Appl.Environ.Microbiol.44 (5), 1096-1101), R.l.bv.viciae P1NP3Cst is (also referred to as 1435; New Phytol179 (1), 224-235,2008; For example NODULATOR PL Peat Granule, from BeckerUnderwood, USA; Or NODULATOR XL PL b, from Canadian BeckerUnderwood), R.l.bv.viciae SU303 (for example NODULAID Group E, from Australian Becker Underwood), R.l.bv.viciae WSM1455 (for example NODULAIDGroup F, from Australian Becker Underwood), R.tropici SEMIA 4080 (is equal to PRF 81; Soil Biology & Biochemistry 39,867-876,2007), also referred to as bacterial strain 2011 or RCR2011 (Mol Gen Genomics (2004) 272:1-17; For example DORMALALFALFA,From Becker Underwood, USA; Gold, from Canadian Novozymes Biologicals BioAg Group) Sinorhizobium melilotiMSDJ0848 (French INRA), Sphaerodes mycoparasitica IDAC 301008-01 (WO2011/022809), Si Shi Little space (for example From BeckerUnderwood Ltd., UK), Si Shi noctuid nematode ( From BioWorks, Inc., USA; From Becker Underwood Ltd., UK), sawfly nematode L137 ( L,From Becker Underwood Ltd., UK), streptomyces griseoviridus K61 is (for example From Verdera Oy, Espoo, Finland; CropProtection 25,468-475,2006), streptomyces lydicus WYEC 108 is (for example From Natural Industries, Inc., USA, US 5,403,584), Streptomyces violaceoniger YCED-9 is (for example From Natural Industries, Inc., USA, US 5,968,503), Tarlaromyces flavus V117b is (for example From German Prophyta), trichoderma asperellum SKT-1 is (for example From Japanese Kumiai Chemical Industry Co., Ltd.), trichoderma asperellum ICC 012 (for example TENET WP, REMDIER WP, BIOTEN WP, from IsagroNC, USA, BIO-TAM, from AgraQuest, USA), Trichoderma atroviride LC52 is (for example From Agrimm Technologies Ltd, NZ), (for example Esquive WG, from French Agrauxine S.A. for Trichoderma atroviride CNCMI-1237, for example, wound disease and plant roots pathogen on antagonism glucose rattan), T.fertile JM41R (NRRL 50759; For example RICHPLUS TM, from South Africa Becker Underwood Bio Ag SA Ltd), this wooden mould ICC 080 (for example TENET WP, REMDIER WP, BIOTEN WP of lid nurse, from IsagroNC, USA, BIO-TAM, from AgraQuest, USA), Trichoderma harzianum T-22 is (for example From Firma BioWorks Inc., USA), Trichoderma harzianum TH 35 (for example ROOT From Israel Mycontrol Ltd.),Trichoderma harzianum T-39 (for example And TRICHODERMA From Israel Mycontrol Ltd. and Israel Makhteshim Ltd.), Trichoderma harzianum and Trichoderma viride (for example TRICHOPEL, from Agrimm Technologies Ltd, NZ), Trichoderma harzianum ICC012 and Trichoderma viride ICC080 are (for example WP, from Italian Isagro Ricerca), the mould and Trichoderma harzianum of porous wood is (for example From Sweden BINAB Bio-Innovation AB), hook wood is mould (for example From Brazilian C.E.P.L.A.C.),Green trichoderma GL-21 (also claiming G virens) (for example From Certis LLC, USA), Trichoderma viride is (for example From India Ecosense Labs. (India) Pvt.Ltd., F, from India T.Stanes & Co.Ltd.), the graceful thin base lattice spore HRU3 of Trichoderma viride TV1 (for example Trichoderma viride TV1, from Italian Agribiotec srl) and Order is (for example From Botry-Zen Ltd, NZ).
Bacterial strain can be derived from genetic resources and preservation center: American Type CultureCollection, 10801 University Blvd., Manassas, VA 20110-2209, USA (bacterial strain has prefix ATCC); CABI Europe-International Mycological Institute, Bakeham Lane, Egham, Surrey, TW20 9TYNRRL, UK (bacterial strain has prefix CABI and IMI); Centraalbureau voor Schimmelcultures, FungalBiodiversity Centre, Uppsalaan 8, PO Box 85167,3508 AD Utrecht, Holland's (bacterial strain has prefix CBS); Division of Plant Industry, CSIR O, Canberra, Australia's (bacterial strain has prefix CC); Collection Nationale de Cultures deMicroorganismes, Institut Pasteur, 25rue du Docteur Roux, F-75724PARIS Cedex 15 (bacterial strain has prefix CNCM); Leibniz-Institut DSMZ-DeutscheSammlung von Mikroorganismen und Zellkulturen GmbH, Inhoffenstra β e7B, 38124 Braunschweig, Germany's (bacterial strain has prefix DSM); InternationalDepositary Authority of Canada Collection, Canada's (bacterial strain has prefix IDAC); Interntional Collection of Micro-orgniasms from Plants, LandcareResearch, Private Bag 92170, Auckland Mail Centre, Auckland 1142, New Zealand's (bacterial strain has prefix ICMP); IITA, PMB 5320, Ibadan, Nigeria's (bacterial strain has prefix IITA); The National Collections of Industrial and MarineBacteria Ltd., Torry Research Station, P.O.Box 31,135 Abbey Road, Aberdeen, AB98DG, Scotland (bacterial strain has prefix NCIMB); ARS CultureCollection of the National Center for Agricultural Utilization Research, Agricultural Research Service, U.S.Department of Agriculture, 1815North University Street, Peoria, Illinois 61604, USA (bacterial strain has prefix NRRL); Department of Scientific and Industrial Research CultureCollection, Applied Biochemistry Division, Palmerston North, New Zealand's (bacterial strain has prefix NZP); estadual de PesquisaAgropecu á ria, Rua dias, 570, Bairro Menino Deus, PortoAlegre/RS, Brazil's (bacterial strain has prefix SEMIA); SARDI, Adelaide, South Australia (bacterial strain has prefix SRDI); U.S.Department of Agriculture, AgriculturalResearch Service, Soybean and Alfalfa Research Laboratory, BARC-West, 10300Baltimore Boulevard, Building 011, Room 19-9, Beltsville, MD 20705, USA (bacterial strain has prefix USDA:Beltsville RhizobiumCulture Collection Catalog March 1987USDA-ARS ARS-30: http:// pdf.usaid.gov/pdf_docs/PNAAW891.pdf); And Murdoch University, Perth, West Australia (bacterial strain has prefix WSM).Other bacterial strains can at the Globalcatalogue of Microorganisms: http:// gcm.wfcc.info/with http:// www.landcareresearch.co.nz/resources/collections/icmpin find and with further reference to http:// refs.wdcm.org/collections.htmbacterial strain preservation and prefix.
Bacillus amyloliquefaciens plant subspecies MBI600 (NRRL B-50595) is to have the numbering NRRL B-50595 preservation of bacterial strain code subtilis 1430 (and being equal to NCIMB 1237).Based on the heterogeneous test of the classical micro-biological process combination of the mixing by depending on conventional tool (method as based on culture) and molecular tool (as gene type and fatty acid analysis), MBI600 is re-classified as bacillus amyloliquefaciens plant subspecies in recent years.Therefore, subtilis MBI600 (or MBI 600 or MBI-600) is equal to bacillus amyloliquefaciens plant subspecies MBI600, is subtilis MBI600 in the past.By Int.J.Microbiol.Res.3 (2) (2011), 120-130 known solutions bacillus amyloliquefaciens MBI600 is the rice treatment agent of Promoting plant growth, and it is further described in such as US 2012/0149571 A1.This bacterial strain MBI600 is such as liquid dosage product commercial (Becker-Underwood Inc., USA).
Subtilis bacterium bamboo FB17 is separated (System Appl.Microbiol 27 (2004) 372-379) at North America red beet root at first.This bacillus subtilis strain promotes plant health (US2010/0260735A1; WO 2011/109395A2).Subtilis FB17 is also preserved in ATCC on April 26th, 2011 with numbering PTA-11857.Bacillus subtilis strain FB17 can be called UD1022 or UD10-22 in elsewhere.
Bacillus amyloliquefaciens AP-136 (NRRL B-50614), bacillus amyloliquefaciens AP-188 (NRRL B-50615), bacillus amyloliquefaciens AP-218 (NRRL B-50618), bacillus amyloliquefaciens AP-219 (NRRL B-50619), bacillus amyloliquefaciens AP-295 (NRRLB-50620), Japan slow raw root nodule bacterium SEMIA 5079 (such as Gelfix 5 or Adhere 60, from Brazilian Nitral Urbana Laoboratories, BASF AG), Japan slow raw root nodule bacterium SEMIA 5080 (such as GELFIX 5 or ADHERE 60, from Brazilian Nitral UrbanaLaoboratories, BASF AG), Mo Haiwei genus bacillus AP-209 (NRRLB-50616), solonchak genus bacillus AP-217 (NRRL B-50617), strain of i (bacillus) pumilus INR-7 (also referred to as BU-F22 (NRRL B-50153) and BU-F33 (NRRL B-50185)), simple genus bacillus ABU 288 (NRRL B-50340) and bacillus amyloliquefaciens plant subspecies MBI600 (NRRL B-50595) are especially at U.S. Patent application 20120149571, US8, 445, 255, mention in WO 2012/079073.The slow raw root nodule bacterium USDA 3 of Japan by United States Patent (USP) 7,262,151 is known.
Jasmonic acid or salt (jasmone hydrochlorate) or derivative include but not limited to jasmonic acid potassium, jasmonic acid sodium, jasmonic acid lithium, jasmonic acid ammonium, jasmonic acid Dimethyl Ammonium, jasmonic acid sec.-propyl ammonium, jasmonic acid di-alcohol ammonium, jasmonic acid diethyl triethanol ammonium, methyl jasmonate, jasmonic acid acid amides, jasmonic acid methyl nitrosourea, jasmonic acid-L-amino acid (acid amides connects) conjugate is (such as with ILE, Valine, the conjugate of L-Leu or L-Phe), the acid of 12-oxo phytadiene, psendomonas syringae, coronafacoyl-L-Serine, coronafacoyl-L-Threonine, the methyl esters of 1-oxoindane acyl Isoleucine, the leucic methyl esters of 1-oxoindane acyl, hat ketone element (2-[(6-ethyl-1-oxo-1, 2-indane-4-carbonyl) amino]-3 methylvaleric acid methyl esters), linolic acid or derivatives thereof and LINL-OX, or the combination of above-mentioned substance arbitrarily.
Humate is the humic acid and fulvic acid that are extracted by the brown coal and clay form that are known as leonardite.Humic acid is be present in soil ulmin and other organic derived materials as the organic acid in peat and other bituminous coal.Show that they improve fertilizer efficiency and auxiliary plant root system development in the phosphoric acid salt and micronutrient absorption of plant.
According to an embodiment, be selected from L1), L3) with L5) microbial pesticide organized not only comprises the pure growth be separated of corresponding microorganism defined herein, and the purification metabolite comprising its cell-free extract, its suspension in full broth culture or obtain as the supernatant liquor containing metabolite or the full broth culture by microorganism or microorganism strains.
According to another embodiment, be selected from L1), L3) with L5) microbial pesticide organized not only comprises the pure growth be separated of corresponding microorganism defined herein, and comprise its cell-free extract or its metabolite of at least one and/or there is the mutant of corresponding microorganism of its recognition features all and the cell-free extract of this mutant or at least one metabolite.
" full broth culture " refers to the liquid culture containing nucleus substratum.
The liquid gravy that " supernatant liquor " remains when referring to and remove by centrifugal, filtration, sedimentation or additive method well-known in the art the cell grown in meat soup.
Term " cell-free extract " refers to the extract of vegetable cell, spore and/or the full culture broth of microorganism, its comprise the cell metabolite that produced by corresponding microorganism and can by method of cell disruption known in the art as solvent-based method of cell disruption (such as organic solvent is as alcohols, sometimes combines with suitable salt), temperature basilar cell breaking method, apply shearing force, use the cytoclasis of ultra-sonic generator to obtain.Required extract can be concentrated as dry, centrifugal etc. by Conventional concentration technology.Also preferably can be applied some with an organic solvent and/or the washing step of aqueous medium to crude extract before the use.
Term " metabolite " refers to any compound, material or the by product that are produced by microorganism (as fungus and bacterium), and it improves beneficial microorganism population in the soil around plant-growth, the water use efficiency of plant, plant health, plant outward appearance or plant activity.
Term " mutant " refers to selects by direct mutagenesis the microorganism that obtains, but also comprises mutagenesis or regulate the microorganism of (such as via introducing plasmid) in other respects further.Therefore, embodiment comprises the mutant of corresponding microorganism, variant and/or derivative, comprises natural mutation and manual-induced both mutant.Such as, mutant can make this microorganism stand the material of known induction mutant organism by using ordinary method, brings out as N-methyl nitrosoguanidine.
Suitable sterilant is that bronopol and isothiazolinone derivatives are as alkyl isothiazole quinoline ketone and BIT.Suitable frostproofer is ethylene glycol, propylene glycol, urea and glycerine.Suitable defoamer is polysiloxane, long-chain alcohol and soap.Suitable tinting material (such as red coloration, blueness or green) is low water solubility pigment and water-soluble dye.Example is inorganic colourant (such as ferric oxide, titanium oxide, Hexacyanoferrate iron) and organic colorant (such as alizarin tinting material, azo colouring agent and phthalocyanine colorant).Suitable tackifier or tackiness agent are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylic ester, biological wax or synthetic wax and ether of cellulose.
Be selected from L1 comprising), L3) and L5) in the mixture situation of microbial pesticide II organized, microorganism used therefor of the present invention can with batch processes or with charging in batches or repeat the continuous or discontinuous cultivation of charging batch processes.The summary of known cultural method can at the textbook of Chmiel (Bioprozesstechnik1.Einf ü hrung in die Bioverfahrenstechnik (Gustav Fischer Verlag, Stuttgart, 1991)) or the textbook of Storhas (Bioreaktoren und periphereEinrichtungen (Vieweg Verlag, Braunschweig/Wiesbaden, 1994) find).
Work as living microorganism, as being selected from L1), L3) and L5) the microbial pesticide II that organizes, when forming these compositions a part of, this based composition can pass through ordinary method (for example, see H.D.Burges:Formulation of Micobial Biopestcides, Springer, 1998) as the composition preparation comprising at least one auxiliary agent (inert fraction) except activeconstituents.The suitable general type of this based composition is suspension, pulvis, powder, paste, particle, mould, capsule and composition thereof.The example of types of compositions is suspension (SC, OD, FS), capsule (such as CS, ZC), stick with paste, lozenge, wettable powder or pulvis (WP, SP, WS, DP, DS), mould (such as BR, TB, DT), particle (such as WG, SG, GR, FG, GG, MG), insect killing product (such as LN) and treatment of plant propagation material are as the gel formulation (such as GF) of seed.Herein must it is considered that the selection of each preparaton type or auxiliary agent should not affect in said composition storage process and when be finally applied to soil, plant or plant propagation material time this microorganism vigor.Suitable preparaton such as at WO2008/002371, US 6955,912, US 5,422, mention in 107.
The example of suitable auxiliary agents is those that previously mention herein, wherein must be careful be the vigor that the selection of this analog assistant and amount should not affect microbial pesticide in said composition.Especially for sterilant and solvent, the consistency of corresponding microorganism agricultural chemicals and corresponding microorganism must be considered.In addition, can further containing stablizer or nutrition and UV protective material with the composition of microbial pesticide.Suitable stablizer or nutrition are such as alpha-tocopherol, trehalose, glutaminate, potassium sorbate, various carbohydrate is as glucose, sucrose, lactose and Star Dri 5 (H.D.Burges:Formulation of MicobialBiopestcides, Springer, 1998).Suitable UV protective material is such as that mineral compound is if titanium dioxide, zinc oxide and iron oxide pigment or organic compound are as benzophenone, benzotriazole category and phenyl triazines.These compositions optionally comprise 0.1-80% stablizer or nutrition and 0.1-10%UV protective material herein except the auxiliary agent mentioned the composition of inclusion compound I.
When being used in Crop protection by the mixture comprising microbial pesticide, rate of application is preferably about 1 × 10 6-5 × 10 15(or larger) CFU/ha.Preferred spore concentration is about 1 × 10 7-1 × 10 11cFU/ha.When (entomopathogenicity) nematode is as microbial pesticide (such as blister beetle nematode), rate of application is preferably about 1 × 10 5-1 × 10 12(or larger), more preferably 1 × 10 8-1 × 10 11, even more preferably 5 × 10 8-1 × 10 10individuality (such as ovum, larva or any other life phase form, preferred infetive larval stage)/ha.
When the mixture comprising microbial pesticide is used for seed treatment, the rate of application for plant propagation material is preferably about 1 × 10 6-1 × 10 12(or larger) CFU/ seed.Preferred concentration is about 1 × 10 6-1 × 10 11cFU/ seed.When microbial pesticide II, the rate of application for plant propagation material is also preferably about 1 × 10 7-1 × 10 14(or larger) CFU/100kg seed, preferably 1 × 10 9to about 1 × 10 11cFU/100kg seed.
Therefore, the present invention relates to the composition comprising a kind of Compound I (component 1) and a kind of other active substances (component 2) in addition, and these other active substances are selected from capable " component 2 " hurdle of table B B-1 to B-398.
Another embodiment relates to listed composition B-1 to B-398 in table B, and a line wherein showing B is in each case corresponding to comprising one of the formula I enumerated in this manual (component 1) and be selected from A described in described row)-O) fungicide composition of other active substances corresponding (component 2) organized.According to preferred embodiment, " Compound I enumerated " be in one of compound cited in table 1a-75a or Table I Compound I-1 to one of I-5.Preferred described composition comprises active substance with synergy significant quantity.
table B:comprise one and enumerate Compound I and one is selected from A)-O) composition of other active substances organized
Be called the active substance of component 2, its preparation and such as to the activity of harmful fungoid be known (see: http://www.alanwood.net/pesticides); These materials are commercially available.The compound described by IUPAC nomenclature, its preparation and Fungicidally active be also known (see Can.J.Plant Sci.48 (6), 587-94,1968; EP-A 141 317; EP-A 152 031; EP-A 226 917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244, JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404; WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/11853; WO 03/14103; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804; WO 04/83193; WO 05/120234; WO 05/123689; WO05/123690; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 11/028657, WO2012/168188, WO 2007/006670, WO 2011/77514; WO 13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO13/007767, WO 13/010862, WO 13/127704, WO 13/024009 and WO13/024010).
The composition of active substance can pass through ordinary method, such as by the composition to Compound I be prepared into the composition also comprising at least one inert fraction except activeconstituents to method.
About the conventional ingredient of this based composition, with reference to the composition containing Compound I give explanation.
The composition of active substance of the present invention is suitable as mycocide, as formula I.Their feature is the plant pathogenic fungi to wide region, and the fungi being especially selected from Ascomycetes (Ascomycetes), Basidiomycetes (Basidiomycetes), deuteromycetes (Deuteromycetes) and Peronosporomycetes (synonym Oomycete (Oomycetes)) has significant effect.In addition, respectively with reference to the explanation of Fungicidally active of allied compound and the composition containing Compound I.
i. synthetic example:
Appropriate change initial compounds, uses program shown in following synthetic example to obtain other Compound I.Gained compound is listed in the table below in I together with physical data.
Embodiment 1 synthesizes 1-(1,2,4-triazole)-2-[4-(4-chlorophenoxy) phenyl] penta-3-alkynes-2-alcohol (Compound I-3)
1a) synthesize the bromo-4-of 1-(4-chlorophenoxy) benzene
4-chlorophenol (1000g), bromofluoro benzene (1361g) and KOH (538g) to be dissolved in NMP (5L) and to be heated to 140 DEG C and keep 3 days.Add water (5L) and the saturated LiCl solution washing of organic phase that will merge after extracting (3 × 4L) with MTBE.At MgSO 4upper drying obtains brown oil, and it obtains 631g water white oil by the distilation in high vacuum.BP:130-132 DEG C (0.5 millibar).
1b) synthesize 1-[4-(4-chlorophenoxy) phenyl] ethyl ketone
Bromo-for 1-4-(4-chlorophenoxy) benzene (425g) to be dissolved in THF (500mL) and to be cooled to 0 DEG C.Add iPr-MgCl*LiCl solution (1.5L 1M THF solution) and reaction mixture be heated to backflow maintenance 1 hour.In new flask, by Ac-Cl (175g) and LiCl (64g), the solution in THF (0.5L) at room temperature stirs and adds the form solution of previous preparation, and holding temperature is lower than 35 DEG C.Continue stirring 1 hour and last reaction mixture added saturated NH 4in the Cl aqueous solution.With MTBE extraction (3 × 1L), then by the organic phase 5%NH of merging 4oH solution (1L), H 2o (1L) and saturated NaCl solution washing, obtain crude product with yellow oil.Distillation obtains target compound (162g, 35%).BP:148-155 DEG C (0.9 millibar).
1c) synthesize the chloro-1-of 2-[4-(4-chlorophenoxy) phenyl] ethyl ketone
At room temperature sulfuryl chloride (54.71g) is added 1-[4-(4-chlorophenoxy) phenyl] ethyl ketone (50g) at CH 2cl 2(200mL) in the solution and in MeOH (16mL).Add dilution NaOH (5% aqueous solution), until pH measures display pH=6.With MTBE extraction (3 × 100mL), with the saturated NaCl aqueous solution and MgSO 4crude product is obtained with yellow thick oil after the dry organic phase merged.Purify by column chromatography (heptane → heptane: MTBE (9:1)) and obtain target compound (47g) with water white oil.
1H-NMR(300MHz，CDCl 3)：δ＝4.65(s，2H)，7.05(4H)，7.38(2H)，7.95(2H)。
1d) synthesize the chloro-2-of 1-[4-(4-chlorophenoxy) phenyl] penta-3-alkynes-2-alcohol
Chloro-for 2-1-[4-(4-chlorophenoxy) phenyl] ethyl ketone (20g) to be dissolved in THF (200mL) and to be cooled to-78 DEG C.Slowly add 1-proyl magnesium chloride solution, keep temperature lower than-70 DEG C thus.After 1 hour reaction mixture is added saturated NH 4in the Cl aqueous solution (100mL) and with MTBE extraction (3 × 100mL).The organic phase saturated NaCl aqueous solution and the Na that merge 2sO 4dry.Crude product is directly used in next step without purifying further.
1e) synthesize 1-(1,2,4-triazole)-2-[4-(4-chlorophenoxy) phenyl] penta-3-alkynes-2-alcohol (I-3)
Step 1d by NMP (100mL)) crude product add in NaOH (7.9g) and the suspension of 1,2,4-triazole (18.3g) in NMP (300mL).This suspension is heated to 100 DEG C and keeps 2 hours.HPLC controls display and transforms completely.After cooling to room-temperature, reaction mixture is used saturated NH 4the Cl aqueous solution (500mL) processes.Obtain crude product with MTBE extraction (4 × 200mL), it is by column chromatography (heptane: ethyl acetate, 1:2)) purify.By iPr 2o crystallization obtains target compound (12.2g) with white solid.Room temperature: HPLC/MS*:1.116min ([M]=345.5); 1h-NMR (300MHz, CDCl 3): δ=1.80 (s, 3H), 4.40 (s, 2H), 7.00 (4H), 7.28 (2H), 7.60 (2H), 8.00 (s, 1H), 8.20 (s, 1H).
Listed Compound I in preparation table I in a similar manner.
table I:
*do not comprised by the scope of claim 1
*: HPLC method data:
Mobile phase: A: water+0.1%TFA; B: acetonitrile; Gradient: 5%B to 100%B in 1.5 minutes; Temperature: 60 DEG C; MS method: ESI positivity; Quality region (m/z): 100-700; Flow velocity: 0.8ml/min to 1.0ml/min in 1.5 minutes; Post: Kinetex XB C181.7 μ 50 × 2.1mm; MS-method: ESI positivity; Quality region (m/z): 100-700.Equipment: Shimadzu NexeraLC-30 LCMS-2020.
I. biology
The fungicidal action of formula I is confirmed by following test:
greenhouse
Prepare spray solution with several step: prepare stock solution: be acetone and/or the methyl-sulphoxide of 99/1 by solvent/emulsifier proportion (volume) and add in 25mg compound based on the mixture of the wetting agent/emulsifying agent Wettol of ethoxylated alkylphenol, make total amount be 5ml.Then adding water to cumulative volume is 100ml.This stock solution is diluted to given concentration with described solvent-emulsifier-water mixture.
G1 is to preventative fungicidal control (Alteso P1) of the early blight (early epidemic rod method) on tomato
The seedling of tomato plant is grown in basin.These plant are sprayed to drip with containing the activeconstituents of concentration described in following table or the aq suspension of mixture.The aq suspension of processed plant with early epidemic rod method was inoculated in second day.Then test plant is transferred in moist room immediately.18-20 DEG C and close to 100% relative humidity under after 5 days with the fungal attack degree on ill leaf area % gross evaluations leaf.In this experiment, demonstrate from the Compound I-1 of Table I, the plant of I-2, I-3, I-4 and I-5 process the infection being less than or equal to 1% with 300ppm respectively respectively, and untreated plant 90% is infected.
G2 is to the preventative control (Septtr P1) of the leaf spot that wheat is caused by wheat septoria
By the leaf of potted plant wheat rice shoot with as described in the activeconstituents of preparation or the aq suspension of its mixture be sprayed to drip.Plant is air-dry.Second day by the moisture spore suspension inoculation of plant wheat septoria.Then test plant is transferred to 18-22 DEG C with relative humidity immediately close in the moist room of 100%.After 4 days, plant is transferred to 18-22 DEG C with relative humidity close in the room of 70%.With the fungal attack degree on ill leaf area % gross evaluations leaf after 4 weeks.In this experiment, demonstrate from the Compound I-1 of Table I, the plant of I-2, I-3, I-4 and I-5 process the infection being less than or equal to 7% with 300ppm respectively respectively, and untreated plant 90% is infected.
G3 on green pepper leaf to the long-acting control (Botrci P7) of Botrytis cinerea
Make Sweet Pepper Seedling in basin, grow to the 4-5 sheet leaf stage.By these plant with containing concentration described in following table activeconstituents or the aq suspension of its mixture be sprayed to drip.Then plant is cultivated 7 days in greenhouse, then with the biological malt water solution inoculum of the spore suspension containing Botrytis cinerea.Then immediately plant is transferred in moist room.22-24 DEG C and close to the relative humidity of 100% under after 5 days with the fungal attack degree on ill leaf area % gross evaluations leaf.In this experiment, demonstrate from the Compound I-1 of Table I, the plant of I-2, I-3, I-4 and I-5 process the infection being less than or equal to 20% with 63ppm respectively respectively, and untreated plant 90% is infected.
G4 on wheat by the curative control (Puccrt K4) of the microbial leaf rust of wheat leaf rust
By the spore dusting of the two panels leaf puccinia triticinia of growing at first of potted plant wheat rice shoot.In order to ensure artificial inoculation success, plant to be transferred in the unglazed moist room of relative humidity 95-99% and 20-24 DEG C 24 hours.Plant was cultivated 3 days in the 20-24 DEG C of greenhouse with 65-70% relative humidity in second day.Then the plant aq suspension containing concentration activeconstituents as described below or its mixture is sprayed to drip.Plant is air-dry.Then plant is cultivated 8 days in the 20-24 DEG C of greenhouse with 65-70% relative humidity.With the fungal attack degree on ill leaf area % gross evaluations leaf.In this experiment, to demonstrate from the Compound I-1 of Table I, the plant of I-2, I-3, I-4 and I-5 process with 250ppm respectively and be less than or equal to 1% infect, and untreated plant 90% is infected.

Claims (16)

1. formula I and N-oxide compound thereof and can agricultural salt:
Wherein
R 1for C 1-C 2chlorine alkyl, C (CH 3) 3, 1-C 2-C 6thiazolinyl, 1-C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl;
R 2for hydrogen, C 1-C 6alkyl, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyl-C 1-C 4alkyl, phenyl, phenyl-C 1-C 4alkyl, phenyl-C 2-C 4thiazolinyl or phenyl-C 2-C 4alkynyl;
Wherein aliphatic group R 1and/or R 2can with 1,2,3 or at the most most probable number MPN object be selected from following identical or different radicals R independently of each other 12a:
R 12a: OH, halogen, CN, nitro, C 1-C 4alkoxyl group, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8halogenated cycloalkyl;
Wherein R 1and/or R 2cycloalkyl and/or phenyl moieties can with 1,2,3,4,5 or at the most maximum number be selected from following identical or different radicals R independently of each other 12b:
R 12b: OH, halogen, CN, nitro, C 1-C 4alkyl, C 1-C 4alkoxyl group, C 1-C 4haloalkyl, C 1-C 4halogenated alkoxy, C 3-C 8cycloalkyl and C 3-C 8halogenated cycloalkyl;
R 4independent selected from halo, CN, NO 2, OH, SH, C 1-C 6alkyl, C 1-C 6alkoxyl group, C 2-C 6thiazolinyl, C 2-C 6alkynyl, C 3-C 8cycloalkyl, C 3-C 8cycloalkyloxy, NH 2, NH (C 1-C 4alkyl), N (C 1-C 4alkyl) 2, NH (C 3-C 6cycloalkyl), N (C 3-C 6cycloalkyl) 2, S (O) p(C 1-C 4alkyl), C (=O) (-C 1-C 4alkyl), C (=O) OH, C (=O) (-O-C 1-C 4alkyl), C (=O)-NH (C 1-C 4alkyl), C (=O)-N (C 1-C 4alkyl) 2, C (=O)-NH (C 3-C 6cycloalkyl) and C (=O)-N (C 3-C 6cycloalkyl) 2; Wherein R 4not to be substituted separately or by 1,2,3 or 4 R 4afurther replacement; Wherein
R 4aindependent selected from halo, CN, NO 2, OH, C 1-C 4alkyl, C 1-C 4haloalkyl, C 3-C 8cycloalkyl, C 3-C 8halogenated cycloalkyl, C 1-C 4alkoxyl group and C 1-C 4halogenated alkoxy;
M is integer and is 0,1,2,3,4 or 5;
Condition is eliminating formula Ia compound:
2. compound according to claim 1, wherein R 1for C 1-C 2chlorine alkyl, 1-C 2-C 6thiazolinyl, 1-C 2-C 6alkynyl or C 3-C 8cycloalkyl.
3. according to the compound of claim 1 or 2, wherein R 1for CCl 3or CHCl 2.
4. according to the compound of claim 1 or 2, wherein R 1for cyclopropyl, cyclobutyl or cyclopentyl, wherein cyclic alkyl moiety can be selected from the group of Cl and F with 1 or 2.
5. according to the compound of claim 1 or 2, wherein R 1for C 2thiazolinyl or C 2alkynyl, wherein these structure divisions can be selected from Cl, F, C with 1 or 2 1-C 4alkyl, C 1-C 4haloalkyl and C 3the group of cycloalkyl.
6. compound as claimed in one of claims 1-5, wherein R 2for hydrogen, C 1-C 4alkyl, allyl group, propargyl or benzyl.
7. compound as claimed in one of claims 1-6, wherein (R 4) mbe selected from 4-(R 4) 1, 3-(R 4) 1, 2,4-(R 4) 2with 3,4-(R 4) 2.
8. compound as claimed in one of claims 1-7, wherein each R 4independently selected from F, Cl, Br, CN and CF 3.
9. compound as claimed in one of claims 1-8, wherein m is 1.
10. to prepare any one of claim 1-9 the method for formula I that defines, comprise and make following formula: compound:
Wherein R 1, R 4, m any one of claim 1-9 define,
In acid condition with R 2-OH reacts, wherein R 2any one of claim 1-9 define,
And gained formula X compound and halogenating agent as herein defined or sulphonating agent are reacted:
Wherein R 1, R 2, R 4, m any one of claim 1-9 define,
And make gained formula XI compound:
Wherein R 1, R 2, R 4, m any one of claim 1-9 to define and LG is can the leavings group of nucleophilic displacement,
With 1H-1,2,4-triazole is reacted, and obtains Compound I.
11. formula IX, X and XI compound:
Wherein R 1, R 2, R 4with m and applicable words R 1any one of claim 1-9 define.
12. agrochemical compositions, wherein said composition comprise auxiliary agent and at least one any one of claim 1-9 formula I, its N-oxide compound or can agricultural salt of defining.
13. compositions according to claim 12, additionally comprise other active substances.
14. any one of claim 1-9 the formula I that defines and/or can agricultural salt or as claim 12 or 13 the purposes of composition in control plant pathogenic fungi that define.
15. 1 kinds of methods of preventing and treating plant pathogenic fungi, comprise with at least one of significant quantity any one of claim 1-9 the formula I that defines or as claim 12 or 13 the compositions-treated fungi that defines maybe to prevent the material of fungal attack, plant, soil or seed.
16. seeds, with the amount of 0.1-10kg/100kg seed scribble at least one any one of claim 1-9 the formula I that defines and/or its can agricultural salt or as claim 12 or 13 the composition that defines.
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